Recent Advances in Electron Donor‐Acceptor (EDA)‐Complex Reactions involving Quaternary Pyridinium Derivatives

Quaternary pyridinium compounds are valuable intermediates in organic synthesis, which have gained immense popularity in the synthetic community. The application of transition metal or photoredox catalysis in transforming quaternary pyridinium compounds into various C−C and C−X bonds is well establi...

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Vydané v:Advanced synthesis & catalysis Ročník 365; číslo 10; s. 1538 - 1564
Hlavní autori: Saxena, Barakha, Patel, Roshan I., Sharma, Anuj
Médium: Journal Article
Jazyk:English
Vydavateľské údaje: Heidelberg Wiley Subscription Services, Inc 23.05.2023
Predmet:
Chemical bonds
electron donor-acceptor complex
High temperature
Photocatalysis
Photochemistry
Photoredox catalysis
pyridinium salts
single electron transfer
Substrates
Transition metals
visible light photocatalysis
ISSN:1615-4150, 1615-4169
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Abstract Quaternary pyridinium compounds are valuable intermediates in organic synthesis, which have gained immense popularity in the synthetic community. The application of transition metal or photoredox catalysis in transforming quaternary pyridinium compounds into various C−C and C−X bonds is well established. A majority of these methods require high temperatures, expansive catalysts, and delicate conditions for successful execution. On the other hand, the use of transition metal‐free and photocatalysis‐free strategies in constructing C−C and C−X bonds using quaternary pyridinium derivatives has been sought‐after. In this context, the electron‐donor‐acceptor (EDA)‐complex reactions have emerged as a state‐of‐the‐art organic synthetic methodology, which do not require any photocatalyst for their successful execution. EDA‐complex photochemistry takes advantage of the electron‐acceptor ability of quaternary pyridinium derivatives, which can quickly generate a radical precursor via the deaminative process. These newly generated radical intermediates are useful in several valuable transformations. We hereby, in this review, discuss an area of major progress in EDA‐complex mediated reactions involving quaternary pyridinium compounds with mechanism, substrate scope, and limitations.
AbstractList Quaternary pyridinium compounds are valuable intermediates in organic synthesis, which have gained immense popularity in the synthetic community. The application of transition metal or photoredox catalysis in transforming quaternary pyridinium compounds into various C−C and C−X bonds is well established. A majority of these methods require high temperatures, expansive catalysts, and delicate conditions for successful execution. On the other hand, the use of transition metal‐free and photocatalysis‐free strategies in constructing C−C and C−X bonds using quaternary pyridinium derivatives has been sought‐after. In this context, the electron‐donor‐acceptor (EDA)‐complex reactions have emerged as a state‐of‐the‐art organic synthetic methodology, which do not require any photocatalyst for their successful execution. EDA‐complex photochemistry takes advantage of the electron‐acceptor ability of quaternary pyridinium derivatives, which can quickly generate a radical precursor via the deaminative process. These newly generated radical intermediates are useful in several valuable transformations. We hereby, in this review, discuss an area of major progress in EDA‐complex mediated reactions involving quaternary pyridinium compounds with mechanism, substrate scope, and limitations.
Quaternary pyridinium compounds are valuable intermediates in organic synthesis, which have gained immense popularity in the synthetic community. The application of transition metal or photoredox catalysis in transforming quaternary pyridinium compounds into various C−C and C−X bonds is well established. A majority of these methods require high temperatures, expansive catalysts, and delicate conditions for successful execution. On the other hand, the use of transition metal‐free and photocatalysis‐free strategies in constructing C−C and C−X bonds using quaternary pyridinium derivatives has been sought‐after. In this context, the electron‐donor‐acceptor (EDA)‐complex reactions have emerged as a state‐of‐the‐art organic synthetic methodology, which do not require any photocatalyst for their successful execution. EDA‐complex photochemistry takes advantage of the electron‐acceptor ability of quaternary pyridinium derivatives, which can quickly generate a radical precursor via the deaminative process. These newly generated radical intermediates are useful in several valuable transformations. We hereby, in this review, discuss an area of major progress in EDA‐complex mediated reactions involving quaternary pyridinium compounds with mechanism, substrate scope, and limitations. magnified image
Author Patel, Roshan I.
Saxena, Barakha
Sharma, Anuj
Author_xml – sequence: 1
  givenname: Barakha
  surname: Saxena
  fullname: Saxena, Barakha
  organization: Indian Institute of Technology Roorkee
– sequence: 2
  givenname: Roshan I.
  surname: Patel
  fullname: Patel, Roshan I.
  organization: Indian Institute of Technology Roorkee
– sequence: 3
  givenname: Anuj
  orcidid: 0000-0003-1035-979X
  surname: Sharma
  fullname: Sharma, Anuj
  email: anujsharma.mcl@gmail.com, anuj.sharma@cy.iitr.ac.in
  organization: Indian Institute of Technology Roorkee
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Han Y.-F. (e_1_2_8_174_1) 2023
e_1_2_8_160_1
e_1_2_8_55_2
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e_1_2_8_107_2
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Gao Y. (e_1_2_8_15_2) 2022; 25
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Snippet Quaternary pyridinium compounds are valuable intermediates in organic synthesis, which have gained immense popularity in the synthetic community. The...
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SubjectTerms Chemical bonds
electron donor-acceptor complex
High temperature
Photocatalysis
Photochemistry
Photoredox catalysis
pyridinium salts
single electron transfer
Substrates
Transition metals
visible light photocatalysis
Title Recent Advances in Electron Donor‐Acceptor (EDA)‐Complex Reactions involving Quaternary Pyridinium Derivatives
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