Aldehyde-Appended Distyrylbenzenes: Amine Recognition in Water

Change in water: Aqueous solutions of aldehyde-substituted, water-soluble distyrylbenzenes reacted with amines to give imines or aminals with dramatically changed fluorescence. This approach allowed the detection and recognition of amines in water (see figure).

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Veröffentlicht in:Chemistry : a European journal Jg. 18; H. 29; S. 8921 - 8924
Hauptverfasser: Kumpf, Jan, Bunz, Uwe H. F.
Format: Journal Article
Sprache:Englisch
Veröffentlicht: Weinheim WILEY-VCH Verlag 16.07.2012
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Abstract Change in water: Aqueous solutions of aldehyde-substituted, water-soluble distyrylbenzenes reacted with amines to give imines or aminals with dramatically changed fluorescence. This approach allowed the detection and recognition of amines in water (see figure).
AbstractList Change in water: Aqueous solutions of aldehyde-substituted, water-soluble distyrylbenzenes reacted with amines to give imines or aminals with dramatically changed fluorescence. This approach allowed the detection and recognition of amines in water (see figure).
Author Bunz, Uwe H. F.
Kumpf, Jan
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  surname: Kumpf
  fullname: Kumpf, Jan
  organization: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg (Germany)
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  givenname: Uwe H. F.
  surname: Bunz
  fullname: Bunz, Uwe H. F.
  email: uwe.bunz@mail.oci.uni-heidelberg.de
  organization: Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg (Germany)
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Cites_doi 10.1002/anie.200500939
10.1021/ja0468022
10.1021/ja802094s
10.1002/adsc.200900587
10.1021/ja036434m
10.1002/chem.201000787
10.1039/c0jm01467b
10.1002/chem.200305524
10.1002/chem.201101871
10.1002/chem.201102402
10.1002/ange.200500939
10.1021/ja060589n
10.1021/ol071065a
10.1039/b503269e
10.1002/(SICI)1521-3773(19991216)38:24<3666::AID-ANIE3666>3.0.CO;2-E
10.1039/b903097b
10.1021/ol048625f
10.1021/ol0351605
10.1021/cr9903048
10.1021/ar900218d
10.1002/chem.200902650
10.1021/jo070922l
10.1016/j.tetlet.2006.05.026
10.1021/ja0294515
10.1021/ar9600796
10.1021/ja056833c
10.1002/(SICI)1521-3757(19991216)111:24<3903::AID-ANGE3903>3.0.CO;2-E
10.1002/marc.200800775
10.1021/cr60225a003
10.1039/b708583d
10.1021/ol060923k
10.1002/anie.199423791
10.1021/cr60085a001
10.1021/jo901961a
10.1002/ange.19941062307
10.1002/chem.200800296
10.1039/B413616K
10.1021/ac980279q
10.1039/b413616k
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Issue 29
Keywords ARRAY
FLUOROPHORES
DIAMINES
amines
aldimines
TEACHING OLD INDICATORS
aldehydes
CHEMOSENSOR
sensors
fluorescence
BIOGENIC-AMINES
CHEMISTRY
CRUCIFORMS
ALIPHATIC-AMINES
HECK REACTION
Language English
License http://onlinelibrary.wiley.com/termsAndConditions#vor
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References P. L. McGrier, K. M. Solntsev, S. Miao, L. M. Tolbert, O. R. Miranda, V. M. Rotello, U. H. F. Bunz, Chem. Eur. J. 2008, 14, 4503-4510.
K. E. Secor, T. E. Glass, Org. Lett. 2004, 6, 3727-3730.
C. Torborg, M. Beller, Adv. Synth. Catal. 2009, 351, 3027-3043.
T. L. Nelson, I. Tran, T. G. Ingallinera, M. S. Maynor, J. J. Lavigne, Analyst 2007, 132, 1024-1030.
M. Hauck, J. Schönhaber, A. J. Zucchero, K. I. Hardcastle, T. J. J. Müller, U. H. F. Bunz, J. Org. Chem. 2007, 72, 6714-6725.
G. J. Mohr, Chem. Eur. J. 2004, 10, 1082-1090
B. Bao, L. Yuwen, X. Zheng, L. Weng, X. Zhu, X. Zhan, L. Wang, J. Mater. Chem. 2010, 20, 9628-9634
Angew. Chem. Int. Ed. 2005, 44, 4528-4532.
S. Nieto, J. M. Dragna, E. V. Anslyn, Chem. Eur. J. 2010, 16, 227-232.
A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473-2506
S. Körsten, G. J. Mohr, Chem. Eur. J. 2011, 17, 969-975
S. Dayagi in The Chemistry of the Carbon-Nitrogen Double Bond (Ed.: S. Patai), Wiley, New York, 1970, pp. 61-147.
E. Mertz, J. B. Beil, S. C. Zimmerman, Org. Lett. 2003, 5, 3127-3130
M. R. Ajayakumar, P. Mukhopadhyay, Chem. Commun. 2009, 3702-3704
S. I. Sasaki, Y. Kotegawa, H. Tamiaki, Tetrahedron Lett. 2006, 47, 4849-4852.
N. A. Rakow, A. Sen, M. C. Janzen, J. B. Ponder, K. S. Suslick, Angew. Chem. 2005, 117, 4604-4608
E. Mertz, S. E. Zimmerman, J. Am. Chem. Soc. 2003, 125, 3424-3425
S. L. Wiskur, H. Ait-Haddou, J. J. Lavigne, E. V. Anslyn, Acc. Chem. Res. 2001, 34, 963-972
J. Tolosa, J. J. Bryant, K. M. Solntsev, K. Broedner, L. M. Tolbert, U. H. F. Bunz, Chem. Eur. J. 2011, 17, 13726-13731.
U. H. F. Bunz, Macromol. Rapid Commun. 2009, 30, 772-805
A. J. Zucchero, P. L. McGrier, U. H. F. Bunz, Acc. Chem. Res. 2010, 43, 397-408
M. S. Maynor, T. L. Nelson, C. O'Sullivan, J. J. Lavigne, Org. Lett. 2007, 9, 3217-3220
R. L. Phillips, I. B. Kim, L. M. Tolbert, U. H. F. Bunz, J. Am. Chem. Soc. 2008, 130, 6952-6954
J. H. Jung, S. J. Lee, J. S. Kim, W. S. Lee, Y. Sakata, T. Kaneda, Org. Lett. 2006, 8, 3009-3012
R. W. Layer, Chem. Rev. 1963, 63, 489-510.
J. J. Lavigne, E. V. Anslyn, Angew. Chem. 1999, 111, 3903-3906
T. L. Nelson, C. O'Sullivan, N. T. Greene, M. S. Maynor, J. J. Lavigne, J. Am. Chem. Soc. 2006, 128, 5640-5641
Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411
M. M. Sprung, Chem. Rev. 1940, 26, 297-336
C. Y. Yeh, S. J. Lin, D. F. Hwang, J. Food Drug Anal. 2004, 12, 128-132.
A. Khan, S. Müller, S. Hecht, Chem. Commun. 2005, 584-586
Angew. Chem. Int. Ed. 1999, 38, 3666-3669.
I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066
E. K. Feuster, T. E. Glass, J. Am. Chem. Soc. 2003, 125, 16174-16175
G. J. Mohr, C. Demuth, U. E. Spichinger -Keller, Anal. Chem. 1998, 70, 3868-3873.
H. C. Zhou, L. Baldini, J. Hong, A. J. Wilson, A. D. Hamilton, J. Am. Chem. Soc. 2006, 128, 2421-2425
J. Tolosa, K. M. Solntsev, L. M. Tolbert, U. H. F. Bunz, J. Org. Chem. 2010, 75, 523-534.
N. T. Greene, K. D. Shimizu, J. Am. Chem. Soc. 2005, 127, 5695-5700
K. Secor, J. Plante, C. Avetta, T. Glass, J. Mater. Chem. 2005, 15, 4073-4077
C. Patze, K. Broedner, F. Rominger, O. Trapp, U. H. F. Bunz, Chem. Eur. J. 2011, 17, 13720-13725.
Dayagi S. (e_1_2_4_42_2) 1970
e_1_2_4_40_2
e_1_2_4_20_2
e_1_2_4_22_2
e_1_2_4_41_2
e_1_2_4_21_2
e_1_2_4_24_2
e_1_2_4_23_2
e_1_2_4_26_2
e_1_2_4_25_2
e_1_2_4_28_2
e_1_2_4_27_2
e_1_2_4_28_3
e_1_2_4_29_2
Merchant Z. M. (e_1_2_4_12_2) 1995
e_1_2_4_2_2
e_1_2_4_1_2
Yeh C. Y. (e_1_2_4_14_2) 2004; 12
e_1_2_4_4_2
e_1_2_4_3_2
e_1_2_4_6_2
e_1_2_4_5_2
e_1_2_4_7_3
e_1_2_4_8_2
e_1_2_4_7_2
e_1_2_4_9_2
e_1_2_4_31_2
e_1_2_4_30_2
e_1_2_4_10_2
e_1_2_4_33_2
e_1_2_4_11_2
e_1_2_4_32_2
e_1_2_4_35_2
e_1_2_4_13_2
e_1_2_4_34_2
e_1_2_4_37_2
e_1_2_4_15_2
e_1_2_4_36_2
e_1_2_4_15_3
e_1_2_4_16_3
e_1_2_4_17_2
e_1_2_4_39_2
e_1_2_4_16_2
e_1_2_4_37_3
e_1_2_4_38_2
e_1_2_4_19_2
e_1_2_4_18_2
Nieto, S (WOS:000274007900027) 2010; 16
Feuster, EK (WOS:000187574800009) 2003; 125
Mertz, E (WOS:000184865700040) 2003; 5
Mohr, GJ (WOS:000075911500023) 1998; 70
Mohr, GJ (WOS:000220202300003) 2004; 10
Nelson, TL (WOS:000237389900026) 2006; 128
Rakow, N. A. (000306221900010.30) 2005; 117
Tolosa, J (WOS:000273982900001) 2010; 75
Zucchero, AJ (WOS:000275820900005) 2010; 43
Rakow, NA (WOS:000230737500005) 2005; 44
Merchant, Z. M. (000306221900010.19) 1995
Beletskaya, IP (WOS:000088838500011) 2000; 100
Phillips, RL (WOS:000256301200029) 2008; 130
Yeh, CY (WOS:000222421300006) 2004; 12
Sasaki, SI (WOS:000238629400013) 2006; 47
Jung, JH (WOS:000238645300028) 2006; 8
McGrier, PL (WOS:000256241700008) 2008; 14
Bunz, UHF (WOS:000266798800008) 2009; 30
Wiskur, SL (WOS:000172875200005) 2001; 34
Nelson, TL (WOS:000249693900020) 2007; 132
DE MEIJERE, A (WOS:A1995QC60700004) 1994; 33
Zhou, HC (WOS:000235562900061) 2006; 128
Korsten, S (WOS:000287259700031) 2011; 17
Maynor, MS (WOS:000248658800005) 2007; 9
Mertz, E (WOS:000181755800012) 2003; 125
Hauck, M (WOS:000248978900009) 2007; 72
Patze, C (WOS:000298060800016) 2011; 17
Dayagi, S. (000306221900010.5) 1970
Sprung, MM (WOS:000187135700001) 1940; 26
Secor, KE (WOS:000224349100019) 2004; 6
Greene, NT (WOS:000228408300074) 2005; 127
Secor, K (WOS:000232556300013) 2005; 15
LAYER, RW (WOS:A19638644A00004) 1963; 63
Bao, BQ (WOS:000283603000009) 2010; 20
Torborg, C (WOS:000273394500001) 2009; 351
Lavigne, J. J. (000306221900010.14) 1999; 111
Ajayakumar, MR (WOS:000267362200006) 2009
Khan, A (WOS:000226521500004) 2005
de Meijere, A. (000306221900010.6) 1994; 106
Lavigne, JJ (WOS:000084492500014) 1999; 38
Tolosa, J (WOS:000298060800017) 2011; 17
References_xml – reference: P. L. McGrier, K. M. Solntsev, S. Miao, L. M. Tolbert, O. R. Miranda, V. M. Rotello, U. H. F. Bunz, Chem. Eur. J. 2008, 14, 4503-4510.
– reference: N. A. Rakow, A. Sen, M. C. Janzen, J. B. Ponder, K. S. Suslick, Angew. Chem. 2005, 117, 4604-4608;
– reference: J. H. Jung, S. J. Lee, J. S. Kim, W. S. Lee, Y. Sakata, T. Kaneda, Org. Lett. 2006, 8, 3009-3012;
– reference: M. S. Maynor, T. L. Nelson, C. O'Sullivan, J. J. Lavigne, Org. Lett. 2007, 9, 3217-3220;
– reference: S. I. Sasaki, Y. Kotegawa, H. Tamiaki, Tetrahedron Lett. 2006, 47, 4849-4852.
– reference: A. Khan, S. Müller, S. Hecht, Chem. Commun. 2005, 584-586;
– reference: G. J. Mohr, Chem. Eur. J. 2004, 10, 1082-1090;
– reference: C. Patze, K. Broedner, F. Rominger, O. Trapp, U. H. F. Bunz, Chem. Eur. J. 2011, 17, 13720-13725.
– reference: C. Torborg, M. Beller, Adv. Synth. Catal. 2009, 351, 3027-3043.
– reference: N. T. Greene, K. D. Shimizu, J. Am. Chem. Soc. 2005, 127, 5695-5700;
– reference: J. Tolosa, K. M. Solntsev, L. M. Tolbert, U. H. F. Bunz, J. Org. Chem. 2010, 75, 523-534.
– reference: M. R. Ajayakumar, P. Mukhopadhyay, Chem. Commun. 2009, 3702-3704;
– reference: Angew. Chem. Int. Ed. 2005, 44, 4528-4532.
– reference: E. K. Feuster, T. E. Glass, J. Am. Chem. Soc. 2003, 125, 16174-16175;
– reference: K. Secor, J. Plante, C. Avetta, T. Glass, J. Mater. Chem. 2005, 15, 4073-4077;
– reference: U. H. F. Bunz, Macromol. Rapid Commun. 2009, 30, 772-805;
– reference: G. J. Mohr, C. Demuth, U. E. Spichinger -Keller, Anal. Chem. 1998, 70, 3868-3873.
– reference: S. Dayagi in The Chemistry of the Carbon-Nitrogen Double Bond (Ed.: S. Patai), Wiley, New York, 1970, pp. 61-147.
– reference: J. Tolosa, J. J. Bryant, K. M. Solntsev, K. Broedner, L. M. Tolbert, U. H. F. Bunz, Chem. Eur. J. 2011, 17, 13726-13731.
– reference: C. Y. Yeh, S. J. Lin, D. F. Hwang, J. Food Drug Anal. 2004, 12, 128-132.
– reference: H. C. Zhou, L. Baldini, J. Hong, A. J. Wilson, A. D. Hamilton, J. Am. Chem. Soc. 2006, 128, 2421-2425;
– reference: M. M. Sprung, Chem. Rev. 1940, 26, 297-336;
– reference: S. Körsten, G. J. Mohr, Chem. Eur. J. 2011, 17, 969-975;
– reference: R. W. Layer, Chem. Rev. 1963, 63, 489-510.
– reference: J. J. Lavigne, E. V. Anslyn, Angew. Chem. 1999, 111, 3903-3906;
– reference: A. J. Zucchero, P. L. McGrier, U. H. F. Bunz, Acc. Chem. Res. 2010, 43, 397-408;
– reference: I. P. Beletskaya, A. V. Cheprakov, Chem. Rev. 2000, 100, 3009-3066;
– reference: R. L. Phillips, I. B. Kim, L. M. Tolbert, U. H. F. Bunz, J. Am. Chem. Soc. 2008, 130, 6952-6954;
– reference: E. Mertz, S. E. Zimmerman, J. Am. Chem. Soc. 2003, 125, 3424-3425;
– reference: K. E. Secor, T. E. Glass, Org. Lett. 2004, 6, 3727-3730.
– reference: T. L. Nelson, C. O'Sullivan, N. T. Greene, M. S. Maynor, J. J. Lavigne, J. Am. Chem. Soc. 2006, 128, 5640-5641;
– reference: T. L. Nelson, I. Tran, T. G. Ingallinera, M. S. Maynor, J. J. Lavigne, Analyst 2007, 132, 1024-1030.
– reference: S. L. Wiskur, H. Ait-Haddou, J. J. Lavigne, E. V. Anslyn, Acc. Chem. Res. 2001, 34, 963-972;
– reference: E. Mertz, J. B. Beil, S. C. Zimmerman, Org. Lett. 2003, 5, 3127-3130;
– reference: B. Bao, L. Yuwen, X. Zheng, L. Weng, X. Zhu, X. Zhan, L. Wang, J. Mater. Chem. 2010, 20, 9628-9634;
– reference: A. de Meijere, F. E. Meyer, Angew. Chem. 1994, 106, 2473-2506;
– reference: Angew. Chem. Int. Ed. Engl. 1994, 33, 2379-2411;
– reference: M. Hauck, J. Schönhaber, A. J. Zucchero, K. I. Hardcastle, T. J. J. Müller, U. H. F. Bunz, J. Org. Chem. 2007, 72, 6714-6725.
– reference: S. Nieto, J. M. Dragna, E. V. Anslyn, Chem. Eur. J. 2010, 16, 227-232.
– reference: Angew. Chem. Int. Ed. 1999, 38, 3666-3669.
– ident: e_1_2_4_7_3
  doi: 10.1002/anie.200500939
– ident: e_1_2_4_11_2
  doi: 10.1021/ja0468022
– ident: e_1_2_4_30_2
– ident: e_1_2_4_31_2
  doi: 10.1021/ja802094s
– ident: e_1_2_4_38_2
  doi: 10.1002/adsc.200900587
– ident: e_1_2_4_23_2
  doi: 10.1021/ja036434m
– ident: e_1_2_4_4_2
  doi: 10.1002/chem.201000787
– ident: e_1_2_4_39_2
– ident: e_1_2_4_2_2
  doi: 10.1039/c0jm01467b
– ident: e_1_2_4_5_2
  doi: 10.1002/chem.200305524
– volume: 12
  start-page: 128
  year: 2004
  ident: e_1_2_4_14_2
  publication-title: J. Food Drug Anal.
– ident: e_1_2_4_26_2
  doi: 10.1002/chem.201101871
– ident: e_1_2_4_34_2
  doi: 10.1002/chem.201102402
– ident: e_1_2_4_7_2
  doi: 10.1002/ange.200500939
– ident: e_1_2_4_8_2
  doi: 10.1021/ja060589n
– ident: e_1_2_4_9_2
  doi: 10.1021/ol071065a
– ident: e_1_2_4_24_2
  doi: 10.1039/b503269e
– ident: e_1_2_4_16_3
  doi: 10.1002/(SICI)1521-3773(19991216)38:24<3666::AID-ANIE3666>3.0.CO;2-E
– ident: e_1_2_4_35_2
– ident: e_1_2_4_1_2
– ident: e_1_2_4_3_2
  doi: 10.1039/b903097b
– ident: e_1_2_4_25_2
  doi: 10.1021/ol048625f
– ident: e_1_2_4_22_2
  doi: 10.1021/ol0351605
– ident: e_1_2_4_36_2
  doi: 10.1021/cr9903048
– ident: e_1_2_4_27_2
  doi: 10.1021/ar900218d
– ident: e_1_2_4_15_2
  doi: 10.1002/chem.200902650
– ident: e_1_2_4_28_2
  doi: 10.1021/jo070922l
– ident: e_1_2_4_19_2
  doi: 10.1016/j.tetlet.2006.05.026
– ident: e_1_2_4_21_2
  doi: 10.1021/ja0294515
– ident: e_1_2_4_15_3
  doi: 10.1021/ar9600796
– ident: e_1_2_4_13_2
  doi: 10.1021/ja056833c
– ident: e_1_2_4_20_2
– volume-title: Characterization of Foods, Emerging Methods
  year: 1995
  ident: e_1_2_4_12_2
– ident: e_1_2_4_16_2
  doi: 10.1002/(SICI)1521-3757(19991216)111:24<3903::AID-ANGE3903>3.0.CO;2-E
– ident: e_1_2_4_33_2
  doi: 10.1002/marc.200800775
– ident: e_1_2_4_41_2
  doi: 10.1021/cr60225a003
– ident: e_1_2_4_10_2
  doi: 10.1039/b708583d
– ident: e_1_2_4_18_2
  doi: 10.1021/ol060923k
– ident: e_1_2_4_37_3
  doi: 10.1002/anie.199423791
– ident: e_1_2_4_40_2
  doi: 10.1021/cr60085a001
– ident: e_1_2_4_28_3
  doi: 10.1021/jo901961a
– ident: e_1_2_4_17_2
– ident: e_1_2_4_37_2
  doi: 10.1002/ange.19941062307
– start-page: 61
  volume-title: The Chemistry of the Carbon–Nitrogen Double Bond
  year: 1970
  ident: e_1_2_4_42_2
– ident: e_1_2_4_29_2
  doi: 10.1002/chem.200800296
– ident: e_1_2_4_32_2
  doi: 10.1039/B413616K
– ident: e_1_2_4_6_2
  doi: 10.1021/ac980279q
– volume: 26
  start-page: 297
  year: 1940
  ident: WOS:000187135700001
  article-title: A summary of the reactions of aldehydes with amines
  publication-title: CHEMICAL REVIEWS
– start-page: 61
  year: 1970
  ident: 000306221900010.5
  publication-title: The Chemistry of the Carbon-Nitrogen Double Bond
– volume: 128
  start-page: 2421
  year: 2006
  ident: WOS:000235562900061
  article-title: Pattern recognition of proteins based on an array of functionalized porphyrins
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja056833c
– volume: 15
  start-page: 4073
  year: 2005
  ident: WOS:000232556300013
  article-title: Fluorescent sensors for diamines
  publication-title: JOURNAL OF MATERIALS CHEMISTRY
  doi: 10.1039/b503269e
– volume: 30
  start-page: 772
  year: 2009
  ident: WOS:000266798800008
  article-title: Poly(aryleneethynylene)s
  publication-title: MACROMOLECULAR RAPID COMMUNICATIONS
  doi: 10.1002/marc.200800775
– volume: 70
  start-page: 3868
  year: 1998
  ident: WOS:000075911500023
  article-title: Application of chromogenic and fluorogenic reactands in the optical sensing of dissolved aliphatic amines
  publication-title: ANALYTICAL CHEMISTRY
– volume: 12
  start-page: 128
  year: 2004
  ident: WOS:000222421300006
  article-title: Biogenic Amines and histamine of marlin fillet and spotted mackerel fillet sampled from cafeteria and anchovy from fish market in Keelung
  publication-title: JOURNAL OF FOOD AND DRUG ANALYSIS
– volume: 130
  start-page: 6952
  year: 2008
  ident: WOS:000256301200029
  article-title: Fluorescence self-quenching of a mannosylated poly(p-phenyleneethynylene) induced by Concanavalin A
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja802094s
– volume: 38
  start-page: 3666
  year: 1999
  ident: WOS:000084492500014
  article-title: Teaching old indicators new tricks: A colorimetric chemosensing ensemble for tartrate/malate in beverages
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
– volume: 17
  start-page: 13726
  year: 2011
  ident: WOS:000298060800017
  article-title: Water-Soluble Distyrylbenzenes: One Core with Two Sensory ResponsesuTurn-On and Ratiometric
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.201102402
– volume: 5
  start-page: 3127
  year: 2003
  ident: WOS:000184865700040
  article-title: Kinetics and thermodynamics of amine and diamine signaling by a trifluoroacetyl azobenzene reporter group
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol0351605
– volume: 125
  start-page: 3424
  year: 2003
  ident: WOS:000181755800012
  article-title: Cross-linked dendrimer hosts containing reporter groups for amine guests
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja0294515
– volume: 128
  start-page: 5640
  year: 2006
  ident: WOS:000237389900026
  article-title: Cross-reactive conjugated polymers: Analyte-specific aggregative response for structurally similar diamines
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja060589n
– volume: 125
  start-page: 16174
  year: 2003
  ident: WOS:000187574800009
  article-title: Detection of amines and unprotected amino acids in aqueous conditions by formation of highly fluorescent iminium ions
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja036434m
– volume: 132
  start-page: 1024
  year: 2007
  ident: WOS:000249693900020
  article-title: Multi-layered analyses using directed partitioning to identify and discriminate between biogenic amines
  publication-title: ANALYST
  doi: 10.1039/b708583d
– volume: 6
  start-page: 3727
  year: 2004
  ident: WOS:000224349100019
  article-title: Selective amine recognition: Development of a chemosensor for dopamine and norepinephrine
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol048625f
– start-page: 3702
  year: 2009
  ident: WOS:000267362200006
  article-title: Naphthalene-bis-hydrazimide: radical anions and ICT as new bimodal probes for differential sensing of a library of amines
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/b903097b
– volume: 117
  start-page: 4604
  year: 2005
  ident: 000306221900010.30
  publication-title: Angew. Chem.
– volume: 34
  start-page: 963
  year: 2001
  ident: WOS:000172875200005
  article-title: Teaching old indicators new tricks
  publication-title: ACCOUNTS OF CHEMICAL RESEARCH
  doi: 10.1021/ar9600796
– start-page: 584
  year: 2005
  ident: WOS:000226521500004
  article-title: Practical synthesis of an amphiphilic, non-ionic poly(paraphenyleneethynylene) derivative with a remarkable quantum yield in water
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/b413616k
– volume: 72
  start-page: 6714
  year: 2007
  ident: WOS:000248978900009
  article-title: Phenothiazine cruciforms: Synthesis and metallochromic properties
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo070922l
– volume: 8
  start-page: 3009
  year: 2006
  ident: WOS:000238645300028
  article-title: alpha-CD/crown-appended diazophenol for selective sensing of amines
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol060923k
– volume: 17
  start-page: 13720
  year: 2011
  ident: WOS:000298060800016
  article-title: Aldehyde Cruciforms: Dosimeters for Primary and Secondary Amines
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.201101871
– year: 1995
  ident: 000306221900010.19
  publication-title: Characterization of Foods, Emerging Methods
– volume: 16
  start-page: 227
  year: 2010
  ident: WOS:000274007900027
  article-title: A Facile Circular Dichroism Protocol for Rapid Determination of Enantiomeric Excess and Concentration of Chiral Primary Amines
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.200902650
– volume: 44
  start-page: 4528
  year: 2005
  ident: WOS:000230737500005
  article-title: Molecular recognition and discrimination of amines with a colorimetric array
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.200500939
– volume: 43
  start-page: 397
  year: 2010
  ident: WOS:000275820900005
  article-title: Cross-Conjugated Cruciform Fluorophores
  publication-title: ACCOUNTS OF CHEMICAL RESEARCH
  doi: 10.1021/ar900218d
– volume: 47
  start-page: 4849
  year: 2006
  ident: WOS:000238629400013
  article-title: Trifluoroacetyl-chlorin as a new chemosensor for alcohol/amine detection
  publication-title: TETRAHEDRON LETTERS
  doi: 10.1016/j.tetlet.2006.05.026
– volume: 351
  start-page: 3027
  year: 2009
  ident: WOS:000273394500001
  article-title: Recent Applications of Palladium-Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries
  publication-title: ADVANCED SYNTHESIS & CATALYSIS
  doi: 10.1002/adsc.200900587
– volume: 20
  start-page: 9628
  year: 2010
  ident: WOS:000283603000009
  article-title: A fluorescent conjugated polymer for trace detection of diamines and biogenic polyamines
  publication-title: JOURNAL OF MATERIALS CHEMISTRY
  doi: 10.1039/c0jm01467b
– volume: 17
  start-page: 969
  year: 2011
  ident: WOS:000287259700031
  article-title: Star-Shaped Tripodal Chemosensors for the Detection of Aliphatic Amines
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.201000787
– volume: 33
  start-page: 2379
  year: 1994
  ident: WOS:A1995QC60700004
  article-title: FINE FEATHERS MAKE FINE BIRDS - THE HECK REACTION IN MODERN GARB
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.199423791
– volume: 14
  start-page: 4503
  year: 2008
  ident: WOS:000256241700008
  article-title: Hydroxycruciforms: Amine-responsive fluorophores
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.200800296
– volume: 75
  start-page: 523
  year: 2010
  ident: WOS:000273982900001
  article-title: Unsymmetrical Cruciforms
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo901961a
– volume: 63
  start-page: 489
  year: 1963
  ident: WOS:A19638644A00004
  article-title: CHEMISTRY OF IMINES
  publication-title: CHEMICAL REVIEWS
– volume: 100
  start-page: 3009
  year: 2000
  ident: WOS:000088838500011
  article-title: The heck reaction as a sharpening stone of palladium catalysis
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/cr9903048
– volume: 111
  start-page: 3903
  year: 1999
  ident: 000306221900010.14
  publication-title: Angew. Chem.
– volume: 106
  start-page: 2473
  year: 1994
  ident: 000306221900010.6
  publication-title: Angew. Chem.
– volume: 10
  start-page: 1082
  year: 2004
  ident: WOS:000220202300003
  article-title: Chromo- and fluororeactands: Indicators for detection of neutral analytes by using reversible covalent-bond chemistry
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.200305524
– volume: 127
  start-page: 5695
  year: 2005
  ident: WOS:000228408300074
  article-title: Colorimetric molecularly imprinted polymer sensor array using dye displacement
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja0468022
– volume: 9
  start-page: 3217
  year: 2007
  ident: WOS:000248658800005
  article-title: A food freshness sensor using the multistate response from analyte-induced aggregation of a cross-reactive poly(thiophene)
  publication-title: ORGANIC LETTERS
  doi: 10.1021/ol071065a
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Snippet Change in water: Aqueous solutions of aldehyde-substituted, water-soluble distyrylbenzenes reacted with amines to give imines or aminals with dramatically...
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SubjectTerms aldehydes
Aldehydes - chemistry
aldimines
Amines
Amines - chemistry
Aqueous solutions
Chemistry
Chemistry, Multidisciplinary
Fluorescence
Imines
Imines - chemistry
Molecular Structure
Physical Sciences
Recognition
Science & Technology
sensors
Styrenes - chemistry
Water - chemistry
Title Aldehyde-Appended Distyrylbenzenes: Amine Recognition in Water
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https://www.ncbi.nlm.nih.gov/pubmed/22700534
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Volume 18
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