Nylon Intermediates from Bio‐Based Levulinic Acid

Use of ZrO2/SiO2 as a solid acid catalyst in the ring‐opening of biobased γ‐valerolactone with methanol in the gas phase leads to mixtures of methyl 2‐, 3‐, and 4‐pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydrofo...

Celý popis

Uloženo v:
Podrobná bibliografie
Vydáno v:Angewandte Chemie International Edition Ročník 58; číslo 11; s. 3486 - 3490
Hlavní autoři: Marckwordt, Annemarie, El Ouahabi, Fatima, Amani, Hadis, Tin, Sergey, Kalevaru, Narayana V., Kamer, Paul C. J., Wohlrab, Sebastian, de Vries, Johannes G.
Médium: Journal Article
Jazyk:angličtina
Vydáno: Germany Wiley Subscription Services, Inc 11.03.2019
Vydání:International ed. in English
Témata:
Amination
biomass
Caprolactam
heterogeneous catalysis
homogeneous catalysis
Intermediates
Isomers
Levulinic acid
Nylon
rhodium
Selectivity
Silicon dioxide
Vapor phases
Zirconium dioxide
biomass
heterogeneous catalysis
homogeneous catalysis
nylon
rhodium
ISSN:1433-7851, 1521-3773, 1521-3773
On-line přístup:Získat plný text
Tagy: Přidat tag
Žádné tagy, Buďte první, kdo vytvoří štítek k tomuto záznamu!
Abstract Use of ZrO2/SiO2 as a solid acid catalyst in the ring‐opening of biobased γ‐valerolactone with methanol in the gas phase leads to mixtures of methyl 2‐, 3‐, and 4‐pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydroformylation to this mixture to convert M4P into methyl 5‐formyl‐valerate (M5FV) with 90 % selectivity. The other isomers remain unreacted. Reductive amination of M5FV and ring‐closure to ϵ‐caprolactam in excellent yield had been reported before. The remaining mixture of 2‐ and 3‐MP was subjected to an isomerising methoxycarbonylation to dimethyl adipate in 91 % yield. Green nylon: Use of 25 % ZrO2/SiO2 as catalyst allows the gas‐phase ring‐opening of bio‐based γ‐valerolactone with methanol to a mixture of methyl pentenoates containing 81 % of the 4‐isomer, which could be selectively hydroformylated from the mixture to methyl 5‐formyl‐valerate, an intermediate for ϵ‐caprolactam. The remaining isomers were converted into dimethyl adipate.
AbstractList Use of ZrO2 /SiO2 as a solid acid catalyst in the ring-opening of biobased γ-valerolactone with methanol in the gas phase leads to mixtures of methyl 2-, 3-, and 4-pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydroformylation to this mixture to convert M4P into methyl 5-formyl-valerate (M5FV) with 90 % selectivity. The other isomers remain unreacted. Reductive amination of M5FV and ring-closure to ϵ-caprolactam in excellent yield had been reported before. The remaining mixture of 2- and 3-MP was subjected to an isomerising methoxycarbonylation to dimethyl adipate in 91 % yield.Use of ZrO2 /SiO2 as a solid acid catalyst in the ring-opening of biobased γ-valerolactone with methanol in the gas phase leads to mixtures of methyl 2-, 3-, and 4-pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydroformylation to this mixture to convert M4P into methyl 5-formyl-valerate (M5FV) with 90 % selectivity. The other isomers remain unreacted. Reductive amination of M5FV and ring-closure to ϵ-caprolactam in excellent yield had been reported before. The remaining mixture of 2- and 3-MP was subjected to an isomerising methoxycarbonylation to dimethyl adipate in 91 % yield.
Use of ZrO /SiO as a solid acid catalyst in the ring-opening of biobased γ-valerolactone with methanol in the gas phase leads to mixtures of methyl 2-, 3-, and 4-pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydroformylation to this mixture to convert M4P into methyl 5-formyl-valerate (M5FV) with 90 % selectivity. The other isomers remain unreacted. Reductive amination of M5FV and ring-closure to ϵ-caprolactam in excellent yield had been reported before. The remaining mixture of 2- and 3-MP was subjected to an isomerising methoxycarbonylation to dimethyl adipate in 91 % yield.
Use of ZrO2/SiO2 as a solid acid catalyst in the ring‐opening of biobased γ‐valerolactone with methanol in the gas phase leads to mixtures of methyl 2‐, 3‐, and 4‐pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydroformylation to this mixture to convert M4P into methyl 5‐formyl‐valerate (M5FV) with 90 % selectivity. The other isomers remain unreacted. Reductive amination of M5FV and ring‐closure to ϵ‐caprolactam in excellent yield had been reported before. The remaining mixture of 2‐ and 3‐MP was subjected to an isomerising methoxycarbonylation to dimethyl adipate in 91 % yield. Green nylon: Use of 25 % ZrO2/SiO2 as catalyst allows the gas‐phase ring‐opening of bio‐based γ‐valerolactone with methanol to a mixture of methyl pentenoates containing 81 % of the 4‐isomer, which could be selectively hydroformylated from the mixture to methyl 5‐formyl‐valerate, an intermediate for ϵ‐caprolactam. The remaining isomers were converted into dimethyl adipate.
Use of ZrO2/SiO2 as a solid acid catalyst in the ring‐opening of biobased γ‐valerolactone with methanol in the gas phase leads to mixtures of methyl 2‐, 3‐, and 4‐pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydroformylation to this mixture to convert M4P into methyl 5‐formyl‐valerate (M5FV) with 90 % selectivity. The other isomers remain unreacted. Reductive amination of M5FV and ring‐closure to ϵ‐caprolactam in excellent yield had been reported before. The remaining mixture of 2‐ and 3‐MP was subjected to an isomerising methoxycarbonylation to dimethyl adipate in 91 % yield.
Use of ZrO 2 /SiO 2 as a solid acid catalyst in the ring‐opening of biobased γ‐valerolactone with methanol in the gas phase leads to mixtures of methyl 2‐, 3‐, and 4‐pentenoate (MP) in over 95 % selectivity, containing a surprising 81 % of M4P. This process allows the application of a selective hydroformylation to this mixture to convert M4P into methyl 5‐formyl‐valerate (M5FV) with 90 % selectivity. The other isomers remain unreacted. Reductive amination of M5FV and ring‐closure to ϵ ‐caprolactam in excellent yield had been reported before. The remaining mixture of 2‐ and 3‐MP was subjected to an isomerising methoxycarbonylation to dimethyl adipate in 91 % yield.
Author Amani, Hadis
El Ouahabi, Fatima
Kamer, Paul C. J.
Kalevaru, Narayana V.
Wohlrab, Sebastian
de Vries, Johannes G.
Tin, Sergey
Marckwordt, Annemarie
Author_xml – sequence: 1
  givenname: Annemarie
  orcidid: 0000-0002-0337-5946
  surname: Marckwordt
  fullname: Marckwordt, Annemarie
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
– sequence: 2
  givenname: Fatima
  orcidid: 0000-0003-1175-1988
  surname: El Ouahabi
  fullname: El Ouahabi, Fatima
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
– sequence: 3
  givenname: Hadis
  orcidid: 0000-0002-5236-5875
  surname: Amani
  fullname: Amani, Hadis
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
– sequence: 4
  givenname: Sergey
  orcidid: 0000-0002-4324-6380
  surname: Tin
  fullname: Tin, Sergey
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
– sequence: 5
  givenname: Narayana V.
  orcidid: 0000-0003-2105-0907
  surname: Kalevaru
  fullname: Kalevaru, Narayana V.
  email: Narayana.Kalevaru@catalysis.de
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
– sequence: 6
  givenname: Paul C. J.
  orcidid: 0000-0002-9115-8844
  surname: Kamer
  fullname: Kamer, Paul C. J.
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
– sequence: 7
  givenname: Sebastian
  orcidid: 0000-0003-1407-7263
  surname: Wohlrab
  fullname: Wohlrab, Sebastian
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
– sequence: 8
  givenname: Johannes G.
  orcidid: 0000-0001-5245-7748
  surname: de Vries
  fullname: de Vries, Johannes G.
  email: Johannes.devries@catalysis.de
  organization: Leibniz Institut für Katalyse e. V. an der Universität Rostock
BackLink https://www.ncbi.nlm.nih.gov/pubmed/30650227$$D View this record in MEDLINE/PubMed
BookMark eNqFkMtKxDAUhoMoOqNuXUrBjZuOuTbpchQvA8O40XVI21OIdBJNWmV2PoLP6JOYYbyAIK7OWXzfzzn_GG077wChI4InBGN6ZpyFCcVEEVoKvoVGRFCSMynZdto5Y7lUguyhcYwPiVcKF7toj-FCYErlCLHFqvMum7kewhIaa3qIWRv8Mju3_v317dxEaLI5PA-ddbbOprVtDtBOa7oIh59zH91fXd5d3OTz2-vZxXSe15yVPOcAdUMb1UoAUhUlF7LhLaMVJlK0FZbK0IKolqhKUsW54SWvsKgqQ4zCBtg-Ot3kPgb_NEDs9dLGGrrOOPBD1JTIkmOsCpLQk1_ogx-CS9clSklRClWqRB1_UkOVntWPwS5NWOmvOhLAN0AdfIwBWl3b3vTWuz4Y22mC9bp1vW5df7eetMkv7Sv5T6HcCC-2g9U_tJ4uZpc_7geuW5MO
CitedBy_id crossref_primary_10_1039_C9PY01253B
crossref_primary_10_1016_j_isci_2025_112734
crossref_primary_10_1002_cjoc_202300490
crossref_primary_10_1002_ange_202506438
crossref_primary_10_1126_science_adf4762
crossref_primary_10_1002_anie_202506438
crossref_primary_10_1002_cctc_202400987
crossref_primary_10_1002_ejic_202100032
crossref_primary_10_1016_j_biotechadv_2021_107706
crossref_primary_10_1016_j_checat_2022_01_015
crossref_primary_10_1039_D5CY00447K
crossref_primary_10_1007_s12209_021_00284_w
crossref_primary_10_1039_D5GC00924C
crossref_primary_10_1016_j_cattod_2024_114974
crossref_primary_10_1016_j_cattod_2024_115100
crossref_primary_10_1002_cssc_201902988
crossref_primary_10_3390_catal15060530
Cites_doi 10.1002/1615-4169(200207)344:5<517::AID-ADSC517>3.0.CO;2-Q
10.1039/b705782b
10.1002/ange.201310991
10.1002/anie.200351884
10.1002/cctc.201600069
10.1002/cssc.201501405
10.1002/14356007.a05_031.pub3
10.1039/C4GC02076F
10.1039/C8CY00379C
10.1002/anie.201102156
10.1007/s11426-011-4481-x
10.1002/cssc.201200841
10.1002/ange.200351884
10.1002/cssc.201600517
10.15376/biores.7.2.1824-1835
10.1021/jacs.7b07801
10.1002/slct.201600136
10.1002/ange.201307564
10.1002/9783527698202.ch6
10.1007/s10562-018-2507-0
10.1002/ange.201102156
10.1039/C5GC01922B
10.1021/ja00080a057
10.1002/anie.201307564
10.1002/tcr.201600102
10.1002/anie.201310991
10.1002/cssc.201301397
10.1016/j.inoche.2005.06.005
10.1007/s11367-013-0626-9
10.1002/cssc.201200111
ContentType Journal Article
Copyright 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Copyright_xml – notice: 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim
– notice: 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
DBID AAYXX
CITATION
NPM
7TM
K9.
7X8
DOI 10.1002/anie.201812954
DatabaseName CrossRef
PubMed
Nucleic Acids Abstracts
ProQuest Health & Medical Complete (Alumni)
MEDLINE - Academic
DatabaseTitle CrossRef
PubMed
ProQuest Health & Medical Complete (Alumni)
Nucleic Acids Abstracts
MEDLINE - Academic
DatabaseTitleList MEDLINE - Academic
PubMed

ProQuest Health & Medical Complete (Alumni)
CrossRef
Database_xml – sequence: 1
  dbid: NPM
  name: PubMed
  url: http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed
  sourceTypes: Index Database
– sequence: 2
  dbid: 7X8
  name: MEDLINE - Academic
  url: https://search.proquest.com/medline
  sourceTypes: Aggregation Database
DeliveryMethod fulltext_linktorsrc
Discipline Chemistry
EISSN 1521-3773
Edition International ed. in English
EndPage 3490
ExternalDocumentID 30650227
10_1002_anie_201812954
ANIE201812954
Genre shortCommunication
Research Support, Non-U.S. Gov't
Journal Article
GrantInformation_xml – fundername: Leibniz-Gemeinschaft
  funderid: SAW-2016-LIKAT 1 523
– fundername: Leibniz-Gemeinschaft
  grantid: SAW-2016-LIKAT 1 523
GroupedDBID ---
-DZ
-~X
.3N
.GA
05W
0R~
10A
1L6
1OB
1OC
1ZS
23M
33P
3SF
3WU
4.4
4ZD
50Y
50Z
51W
51X
52M
52N
52O
52P
52S
52T
52U
52W
52X
53G
5GY
5RE
5VS
66C
6TJ
702
7PT
8-0
8-1
8-3
8-4
8-5
8UM
930
A03
AAESR
AAEVG
AAHHS
AAHQN
AAMNL
AANLZ
AAONW
AASGY
AAXRX
AAYCA
AAZKR
ABCQN
ABCUV
ABEML
ABIJN
ABLJU
ABPPZ
ABPVW
ACAHQ
ACCFJ
ACCZN
ACFBH
ACGFS
ACIWK
ACNCT
ACPOU
ACPRK
ACSCC
ACXBN
ACXQS
ADBBV
ADEOM
ADIZJ
ADKYN
ADMGS
ADOZA
ADXAS
ADZMN
ADZOD
AEEZP
AEIGN
AEIMD
AEQDE
AEUQT
AEUYR
AFBPY
AFFNX
AFFPM
AFGKR
AFPWT
AFRAH
AFWVQ
AFZJQ
AHBTC
AHMBA
AITYG
AIURR
AIWBW
AJBDE
AJXKR
ALAGY
ALMA_UNASSIGNED_HOLDINGS
ALUQN
ALVPJ
AMBMR
AMYDB
ATUGU
AUFTA
AZBYB
AZVAB
BAFTC
BDRZF
BFHJK
BHBCM
BMNLL
BMXJE
BNHUX
BROTX
BRXPI
BTSUX
BY8
CS3
D-E
D-F
D0L
DCZOG
DPXWK
DR1
DR2
DRFUL
DRSTM
EBS
EJD
F00
F01
F04
F5P
G-S
G.N
GNP
GODZA
H.T
H.X
HBH
HGLYW
HHY
HHZ
HZ~
IX1
J0M
JPC
KQQ
LATKE
LAW
LC2
LC3
LEEKS
LH4
LITHE
LOXES
LP6
LP7
LUTES
LYRES
M53
MEWTI
MK4
MRFUL
MRSTM
MSFUL
MSSTM
MXFUL
MXSTM
N04
N05
N9A
NF~
NNB
O66
O9-
OIG
P2P
P2W
P2X
P4D
PQQKQ
Q.N
Q11
QB0
QRW
R.K
RNS
ROL
RWI
RX1
RYL
SUPJJ
TN5
UB1
UPT
UQL
V2E
VQA
W8V
W99
WBFHL
WBKPD
WH7
WIB
WIH
WIK
WJL
WOHZO
WQJ
WRC
WXSBR
WYISQ
XG1
XPP
XSW
XV2
YZZ
ZZTAW
~IA
~KM
~WT
AAYXX
ABDBF
ABJNI
ABUFD
AEYWJ
AGHNM
AGYGG
CITATION
O8X
NPM
YIN
7TM
K9.
7X8
ID FETCH-LOGICAL-c4394-4eecd2d8f7ee1b69457d4f32b0175fb078a2618f18b72844a494b05bba1a80ae3
IEDL.DBID DRFUL
ISICitedReferencesCount 30
ISICitedReferencesURI http://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=Summon&SrcAuth=ProQuest&DestLinkType=CitingArticles&DestApp=WOS_CPL&KeyUT=000460318200034&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D
ISSN 1433-7851
1521-3773
IngestDate Thu Jul 10 19:58:26 EDT 2025
Tue Oct 07 06:53:39 EDT 2025
Wed Feb 19 02:30:31 EST 2025
Sat Nov 29 03:44:39 EST 2025
Tue Nov 18 22:36:11 EST 2025
Wed Jan 22 16:31:06 EST 2025
IsPeerReviewed true
IsScholarly true
Issue 11
Keywords biomass
heterogeneous catalysis
homogeneous catalysis
nylon
rhodium
Language English
License 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
LinkModel DirectLink
MergedId FETCHMERGED-LOGICAL-c4394-4eecd2d8f7ee1b69457d4f32b0175fb078a2618f18b72844a494b05bba1a80ae3
Notes ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
content type line 23
ORCID 0000-0002-5236-5875
0000-0002-9115-8844
0000-0002-0337-5946
0000-0002-4324-6380
0000-0003-2105-0907
0000-0001-5245-7748
0000-0003-1175-1988
0000-0003-1407-7263
PMID 30650227
PQID 2187595898
PQPubID 946352
PageCount 5
ParticipantIDs proquest_miscellaneous_2179400861
proquest_journals_2187595898
pubmed_primary_30650227
crossref_citationtrail_10_1002_anie_201812954
crossref_primary_10_1002_anie_201812954
wiley_primary_10_1002_anie_201812954_ANIE201812954
PublicationCentury 2000
PublicationDate March 11, 2019
PublicationDateYYYYMMDD 2019-03-11
PublicationDate_xml – month: 03
  year: 2019
  text: March 11, 2019
  day: 11
PublicationDecade 2010
PublicationPlace Germany
PublicationPlace_xml – name: Germany
– name: Weinheim
PublicationTitle Angewandte Chemie International Edition
PublicationTitleAlternate Angew Chem Int Ed Engl
PublicationYear 2019
Publisher Wiley Subscription Services, Inc
Publisher_xml – name: Wiley Subscription Services, Inc
References 2014 2014; 53 126
1994; 116
2015; 17
2010
2018; 148
1998
1997
2007
1995
2006
1994
2005
1993
2004
1992
2003 2003; 42 115
2002
2016; 18
2016; 16
2012; 55
2013; 6
2013 2013; 52 125
2017; 139
1999
2018; 8
2016; 1
2002; 344
2005; 8
1941
2018
2016
2011 2011; 50 123
2014; 19
2013
2012; 7
2014; 7
2012; 5
2016; 8
2016; 9
1989
1988
e_1_2_2_24_2
e_1_2_2_47_2
e_1_2_2_4_2
e_1_2_2_22_3
e_1_2_2_22_2
e_1_2_2_49_2
e_1_2_2_6_2
e_1_2_2_20_2
e_1_2_2_2_1
e_1_2_2_2_2
e_1_2_2_41_1
e_1_2_2_28_2
e_1_2_2_43_2
e_1_2_2_8_1
e_1_2_2_26_2
e_1_2_2_45_2
e_1_2_2_24_3
Hayes D. J. (e_1_2_2_37_1) 2006
e_1_2_2_13_2
e_1_2_2_38_1
e_1_2_2_59_1
e_1_2_2_11_1
e_1_2_2_51_2
e_1_2_2_51_1
e_1_2_2_19_2
e_1_2_2_30_2
e_1_2_2_53_1
e_1_2_2_32_2
e_1_2_2_55_2
e_1_2_2_17_1
e_1_2_2_34_1
e_1_2_2_57_2
e_1_2_2_15_1
e_1_2_2_36_1
e_1_2_2_23_2
e_1_2_2_48_2
e_1_2_2_5_2
e_1_2_2_21_2
e_1_2_2_1_1
e_1_2_2_3_1
e_1_2_2_40_1
e_1_2_2_42_1
e_1_2_2_29_2
e_1_2_2_7_2
e_1_2_2_27_2
e_1_2_2_44_2
e_1_2_2_25_3
e_1_2_2_46_1
e_1_2_2_9_2
e_1_2_2_25_2
e_1_2_2_12_2
e_1_2_2_58_2
e_1_2_2_39_1
e_1_2_2_10_2
e_1_2_2_52_1
e_1_2_2_31_2
e_1_2_2_18_1
e_1_2_2_56_1
e_1_2_2_33_2
e_1_2_2_54_2
e_1_2_2_16_1
e_1_2_2_35_1
e_1_2_2_14_2
e_1_2_2_50_1
References_xml – volume: 7
  start-page: 1984
  year: 2014
  end-page: 1990
  publication-title: ChemSusChem
– volume: 148
  start-page: 3072
  year: 2018
  end-page: 3081
  publication-title: Catal. Lett.
– start-page: 151
  year: 2016
  end-page: 172
– year: 1941
– volume: 42 115
  start-page: 4665 4813
  year: 2003 2003
  end-page: 4669 4817
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– year: 2005
– volume: 6
  start-page: 600
  year: 2013
  end-page: 603
  publication-title: ChemSusChem
– volume: 8
  start-page: 2661
  year: 2018
  end-page: 2671
  publication-title: Catal. Sci. Technol.
– start-page: 139
  year: 2006
  end-page: 163
– volume: 50 123
  start-page: 7083 7221
  year: 2011 2011
  end-page: 7087 7225
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– year: 1989
– volume: 7
  start-page: 1824
  year: 2012
  end-page: 1835
  publication-title: BioResources
– start-page: 3488
  year: 2007
  end-page: 3490
  publication-title: Chem. Commun.
– volume: 1
  start-page: 539
  year: 2016
  end-page: 544
  publication-title: ChemistrySelect
– year: 2018
– volume: 9
  start-page: 562
  year: 2016
  end-page: 582
  publication-title: ChemSusChem
– year: 1992
– year: 1994
– year: 1998
– year: 2010
– volume: 19
  start-page: 331
  year: 2014
  end-page: 356
  publication-title: Int. J. Life Cycle Assess.
– volume: 9
  start-page: 2037
  year: 2016
  end-page: 2047
  publication-title: ChemSusChem
– volume: 116
  start-page: 399
  year: 1994
  end-page: 400
  publication-title: J. Am. Chem. Soc.
– volume: 17
  start-page: 1341
  year: 2015
  end-page: 1361
  publication-title: Green Chem.
– volume: 344
  start-page: 517
  year: 2002
  end-page: 524
  publication-title: Adv. Synth. Catal.
– volume: 18
  start-page: 691
  year: 2016
  end-page: 694
  publication-title: Green Chem.
– volume: 16
  start-page: 2787
  year: 2016
  end-page: 2800
  publication-title: Chem. Rec.
– volume: 8
  start-page: 878
  year: 2005
  end-page: 881
  publication-title: Inorg. Chem. Commun.
– year: 2002
– volume: 53 126
  start-page: 4200 4284
  year: 2014 2014
  end-page: 4204 4288
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– year: 1988
– volume: 5
  start-page: 1657
  year: 2012
  end-page: 1667
  publication-title: ChemSusChem
– year: 2004
– year: 1997
– year: 1995
– volume: 8
  start-page: 1500
  year: 2016
  end-page: 1506
  publication-title: ChemCatChem
– volume: 139
  start-page: 14001
  year: 2017
  end-page: 14004
  publication-title: J. Am. Chem. Soc.
– year: 1993
– volume: 55
  start-page: 380
  year: 2012
  end-page: 385
  publication-title: Sci. China Chem.
– volume: 52 125
  start-page: 12905 13143
  year: 2013 2013
  end-page: 12909 13147
  publication-title: Angew. Chem. Int. Ed. Angew. Chem.
– year: 1999
– year: 2013
– ident: e_1_2_2_46_1
– ident: e_1_2_2_7_2
  doi: 10.1002/1615-4169(200207)344:5<517::AID-ADSC517>3.0.CO;2-Q
– ident: e_1_2_2_48_2
  doi: 10.1039/b705782b
– ident: e_1_2_2_25_3
  doi: 10.1002/ange.201310991
– start-page: 139
  volume-title: Biorefineries-Industrial Processes and Products: Status Quo and Future Directions, Vol. 1
  year: 2006
  ident: e_1_2_2_37_1
– ident: e_1_2_2_14_2
– ident: e_1_2_2_9_2
– ident: e_1_2_2_13_2
– ident: e_1_2_2_44_2
– ident: e_1_2_2_15_1
– ident: e_1_2_2_21_2
– ident: e_1_2_2_51_1
  doi: 10.1002/anie.200351884
– ident: e_1_2_2_29_2
  doi: 10.1002/cctc.201600069
– ident: e_1_2_2_36_1
  doi: 10.1002/cssc.201501405
– ident: e_1_2_2_2_1
  doi: 10.1002/14356007.a05_031.pub3
– ident: e_1_2_2_27_2
  doi: 10.1039/C4GC02076F
– ident: e_1_2_2_43_2
– ident: e_1_2_2_11_1
– ident: e_1_2_2_33_2
  doi: 10.1039/C8CY00379C
– ident: e_1_2_2_57_2
– ident: e_1_2_2_3_1
– ident: e_1_2_2_54_2
– ident: e_1_2_2_17_1
– ident: e_1_2_2_22_2
  doi: 10.1002/anie.201102156
– ident: e_1_2_2_23_2
  doi: 10.1007/s11426-011-4481-x
– ident: e_1_2_2_49_2
  doi: 10.1002/cssc.201200841
– ident: e_1_2_2_51_2
  doi: 10.1002/ange.200351884
– ident: e_1_2_2_41_1
  doi: 10.1002/cssc.201600517
– ident: e_1_2_2_39_1
– ident: e_1_2_2_38_1
  doi: 10.15376/biores.7.2.1824-1835
– ident: e_1_2_2_1_1
– ident: e_1_2_2_32_2
  doi: 10.1021/jacs.7b07801
– ident: e_1_2_2_30_2
  doi: 10.1002/slct.201600136
– ident: e_1_2_2_24_3
  doi: 10.1002/ange.201307564
– ident: e_1_2_2_5_2
– ident: e_1_2_2_35_1
– ident: e_1_2_2_55_2
– ident: e_1_2_2_28_2
  doi: 10.1002/9783527698202.ch6
– ident: e_1_2_2_52_1
  doi: 10.1007/s10562-018-2507-0
– ident: e_1_2_2_22_3
  doi: 10.1002/ange.201102156
– ident: e_1_2_2_6_2
– ident: e_1_2_2_42_1
– ident: e_1_2_2_31_2
  doi: 10.1039/C5GC01922B
– ident: e_1_2_2_10_2
– ident: e_1_2_2_47_2
– ident: e_1_2_2_18_1
– ident: e_1_2_2_50_1
– ident: e_1_2_2_2_2
  doi: 10.1002/14356007.a05_031.pub3
– ident: e_1_2_2_56_1
– ident: e_1_2_2_19_2
  doi: 10.1021/ja00080a057
– ident: e_1_2_2_53_1
– ident: e_1_2_2_12_2
– ident: e_1_2_2_24_2
  doi: 10.1002/anie.201307564
– ident: e_1_2_2_58_2
  doi: 10.1002/tcr.201600102
– ident: e_1_2_2_25_2
  doi: 10.1002/anie.201310991
– ident: e_1_2_2_8_1
– ident: e_1_2_2_26_2
  doi: 10.1002/cssc.201301397
– ident: e_1_2_2_59_1
  doi: 10.1016/j.inoche.2005.06.005
– ident: e_1_2_2_45_2
– ident: e_1_2_2_16_1
– ident: e_1_2_2_20_2
– ident: e_1_2_2_34_1
  doi: 10.1007/s11367-013-0626-9
– ident: e_1_2_2_40_1
  doi: 10.1002/cssc.201200111
– ident: e_1_2_2_4_2
SSID ssj0028806
Score 2.4365635
Snippet Use of ZrO2/SiO2 as a solid acid catalyst in the ring‐opening of biobased γ‐valerolactone with methanol in the gas phase leads to mixtures of methyl 2‐, 3‐,...
Use of ZrO 2 /SiO 2 as a solid acid catalyst in the ring‐opening of biobased γ‐valerolactone with methanol in the gas phase leads to mixtures of methyl 2‐, 3‐,...
Use of ZrO /SiO as a solid acid catalyst in the ring-opening of biobased γ-valerolactone with methanol in the gas phase leads to mixtures of methyl 2-, 3-, and...
Use of ZrO2 /SiO2 as a solid acid catalyst in the ring-opening of biobased γ-valerolactone with methanol in the gas phase leads to mixtures of methyl 2-, 3-,...
SourceID proquest
pubmed
crossref
wiley
SourceType Aggregation Database
Index Database
Enrichment Source
Publisher
StartPage 3486
SubjectTerms Amination
biomass
Caprolactam
heterogeneous catalysis
homogeneous catalysis
Intermediates
Isomers
Levulinic acid
Nylon
rhodium
Selectivity
Silicon dioxide
Vapor phases
Zirconium dioxide
Title Nylon Intermediates from Bio‐Based Levulinic Acid
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fanie.201812954
https://www.ncbi.nlm.nih.gov/pubmed/30650227
https://www.proquest.com/docview/2187595898
https://www.proquest.com/docview/2179400861
Volume 58
WOSCitedRecordID wos000460318200034&url=https%3A%2F%2Fcvtisr.summon.serialssolutions.com%2F%23%21%2Fsearch%3Fho%3Df%26include.ft.matches%3Dt%26l%3Dnull%26q%3D
hasFullText 1
inHoldings 1
isFullTextHit
isPrint
journalDatabaseRights – providerCode: PRVWIB
  databaseName: Wiley Online Library Full Collection 2020
  customDbUrl:
  eissn: 1521-3773
  dateEnd: 99991231
  omitProxy: false
  ssIdentifier: ssj0028806
  issn: 1433-7851
  databaseCode: DRFUL
  dateStart: 19980101
  isFulltext: true
  titleUrlDefault: https://onlinelibrary.wiley.com
  providerName: Wiley-Blackwell
link http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwpV1LS8NAEB60FfTi-xFfRBA8BZvNbnf3WB9FQYqIQm9hN9lAQVJprWd_gr_RX-JMkkaLiKC3hGySZR6ZbzY78wEcMyOJu5gFxIAScFpoMgnashSo7UiEMrOtgmxC9nqq39e3X6r4y_4Q9YIbeUbxvSYHN3Z8-tk0lCqwaWsWRigt-Dw0GRqvaEDz4q77cFMnXWifZYVRFAVERD9t3Nhip7NPmA1M39DmLHgtok935f_zXoXlCnn6ndJU1mDO5euweD4lfNuAqIfJe-4Xa4RFQQmiUJ_KT_yzwfD99e0MA17q37iXSVFN6XeSQboJD93L-_OroOJUCBKqgQ24c0nKUpVJ50Lb1lzIlGcRs-iZAvUilcGcSmWhshIjFzdcc9sS1prQqJZx0RY08mHudsA3OlMZ15ghIqjS2iCWSLXNuMg0U4JxD4KpQOOkajhOvBePcdkqmcUkirgWhQcn9finstXGjyP3p_qJK5cbx4hV0MCE0sqDo_oyipD-gJjcDSc0RhIRvGqHHmyXeq1fFRFYZUx6wAr1_TKHuNO7vqzPdv9y0x4s4bGmHW1huA-N59HEHcBC8vI8GI8OYV721WFlzh-UbfB7
linkProvider Wiley-Blackwell
linkToHtml http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1LS8NAEB58gV58P6JVIwiegs1m19091mpRrEGkBW9hk2ygIKlU69mf4G_0lziTpJEiIojHJJtk2ZnJfDPZmQ_gmBlJ3MXMIwYUj1OiySSoy1KgtAPhyyxuFmQTMgzVw4O-q3YTUi1M2R-iTriRZRTfazJwSkiffnUNpRJs2puFLkoLPgvzHHUJlXz-4r7T79ZRFypoWWIUBB4x0U86NzbZ6fQTpj3TN7g5jV4L99NZ-YeJr8JyhT3dVqksazBj83VYbE8o3zYgCDF8z90iS1iUlCAOdakAxT0fDD_e3s_R5aVu176Oi3pKt5UM0k3ody577SuvYlXwEqqC9bi1ScpSlUlr_fhMcyFTngUsRtsUKBmpDEZVKvNVLNF3ccM1j5sijo1vVNPYYAvm8mFud8A1OlMZ1xgjIqzS2iCaSHWccZFppgTjDniTFY2SquU4MV88RmWzZBbRUkT1UjhwUo9_Kptt_DiyMRFQVBndc4RoBVVMKK0cOKov4xLSPxCT2-GYxkiigldnvgPbpWDrVwUEVxmTDrBCfr_MIWqF15f10e5fbjqExavebTfqXoc3e7CE5zXtb_P9Bsy9jMZ2HxaS15fB8-ig0upPY3_zgw
linkToPdf http://cvtisr.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwrV1LS8QwEB50FfXi-1GfFQRPxW2amOS4PhbFpYgoeCtpm8CCdEVdz_4Ef6O_xJm2W1lEBPHYNm3DPDrfpJn5AA6YkcRdzAJiQAk4LTSZDG1ZCtR2JELp0nZJNiHjWN3f6-t6NyHVwlT9IZoFN_KM8ntNDm4fc3f01TWUSrBpbxaGKC34JExxYpJpwdTZTfeu12RdaKBViVEUBcREP-rc2GZH408Yj0zf4OY4ei3DT3fhHya-CPM19vQ7lbEswYQtlmH2dET5tgJRjOl74ZerhGVJCeJQnwpQ_JP-4OPt_QRDXu737OuwrKf0O1k_X4W77vnt6UVQsyoEGVXBBtzaLGe5ctLaMD3WXMicu4il6JsCNSOVwaxKuVClEmMXN1zztC3S1IRGtY2N1qBVDAq7Ab7RTjmuMUdEWKW1QTSR69Rx4TRTgnEPgpFEk6xuOU7MFw9J1SyZJSSKpBGFB4fN-Meq2caPI7dHCkpqp3tOEK2giQmllQf7zWUUIf0DMYUdDGmMJCp4dRx6sF4ptnlVRHCVMekBK_X3yxySTnx53hxt_uWmPZi5Pusmvcv4agvm8LSm7W1huA2tl6eh3YHp7PWl__y0Wxv1J_4p8v4
openUrl ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Nylon+Intermediates+from+Bio-Based+Levulinic+Acid&rft.jtitle=Angewandte+Chemie+International+Edition&rft.au=Marckwordt%2C+Annemarie&rft.au=El+Ouahabi%2C+Fatima&rft.au=Amani%2C+Hadis&rft.au=Tin%2C+Sergey&rft.date=2019-03-11&rft.eissn=1521-3773&rft.volume=58&rft.issue=11&rft.spage=3486&rft_id=info:doi/10.1002%2Fanie.201812954&rft_id=info%3Apmid%2F30650227&rft.externalDocID=30650227
thumbnail_l http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1433-7851&client=summon
thumbnail_m http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1433-7851&client=summon
thumbnail_s http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1433-7851&client=summon