Multicomponent Synthesis of Unsymmetrical 4,5-Disubstituted Imidazolium Salts as N-Heterocyclic Carbene Precursors: Applications in Palladium-Catalyzed Cross-Coupling Reactions

Jiwei Wang; Xiang Cheng; Ye Liu; Jun Zhang

doi:10.1021/acs.joc.1c00075

Multicomponent Synthesis of Unsymmetrical 4,5-Disubstituted Imidazolium Salts as N-Heterocyclic Carbene Precursors: Applications in Palladium-Catalyzed Cross-Coupling Reactions

Jiwei Wang
, Xiang Cheng
, Ye Liu^*
, Jun Zhang^*

^*Corresponding author for this work

School of Chemistry and Molecular Engineering

East China Normal University
East China University of Science and Technology

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

Various novel (a)chiral 4,5-disubstituted 1-aryl-3-alkyl-imidazolium salts were synthesized via the multicomponent reaction of diketone derivatives, sterically congested arylamines, and alkylamines. Moreover, two novel unsymmetrical bulky cycloalkyl-based NHC-Pd complexes proved highly active as catalysts for Suzuki-Miyaura and Negishi cross-coupling reactions.

Original language	English
Pages (from-to)	6278-6288
Number of pages	11
Journal	Journal of Organic Chemistry
Volume	86
Issue number	9
DOIs	https://doi.org/10.1021/acs.joc.1c00075
State	Published - 7 May 2021

Access to Document

10.1021/acs.joc.1c00075

Cite this

@article{4acab1d676934e0faa60b687ca3640bd,

title = "Multicomponent Synthesis of Unsymmetrical 4,5-Disubstituted Imidazolium Salts as N-Heterocyclic Carbene Precursors: Applications in Palladium-Catalyzed Cross-Coupling Reactions",

abstract = "Various novel (a)chiral 4,5-disubstituted 1-aryl-3-alkyl-imidazolium salts were synthesized via the multicomponent reaction of diketone derivatives, sterically congested arylamines, and alkylamines. Moreover, two novel unsymmetrical bulky cycloalkyl-based NHC-Pd complexes proved highly active as catalysts for Suzuki-Miyaura and Negishi cross-coupling reactions.",

author = "Jiwei Wang and Xiang Cheng and Ye Liu and Jun Zhang",

year = "2021",

month = may,

day = "7",

doi = "10.1021/acs.joc.1c00075",

language = "英语",

volume = "86",

pages = "6278--6288",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "9",

}

TY - JOUR

T1 - Multicomponent Synthesis of Unsymmetrical 4,5-Disubstituted Imidazolium Salts as N-Heterocyclic Carbene Precursors

T2 - Applications in Palladium-Catalyzed Cross-Coupling Reactions

AU - Wang, Jiwei

AU - Cheng, Xiang

AU - Liu, Ye

AU - Zhang, Jun

PY - 2021/5/7

Y1 - 2021/5/7

N2 - Various novel (a)chiral 4,5-disubstituted 1-aryl-3-alkyl-imidazolium salts were synthesized via the multicomponent reaction of diketone derivatives, sterically congested arylamines, and alkylamines. Moreover, two novel unsymmetrical bulky cycloalkyl-based NHC-Pd complexes proved highly active as catalysts for Suzuki-Miyaura and Negishi cross-coupling reactions.

AB - Various novel (a)chiral 4,5-disubstituted 1-aryl-3-alkyl-imidazolium salts were synthesized via the multicomponent reaction of diketone derivatives, sterically congested arylamines, and alkylamines. Moreover, two novel unsymmetrical bulky cycloalkyl-based NHC-Pd complexes proved highly active as catalysts for Suzuki-Miyaura and Negishi cross-coupling reactions.

UR - https://www.scopus.com/pages/publications/85106456976

U2 - 10.1021/acs.joc.1c00075

DO - 10.1021/acs.joc.1c00075

M3 - 文章

AN - SCOPUS:85106456976

SN - 0022-3263

VL - 86

SP - 6278

EP - 6288

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 9

ER -

Multicomponent Synthesis of Unsymmetrical 4,5-Disubstituted Imidazolium Salts as N-Heterocyclic Carbene Precursors: Applications in Palladium-Catalyzed Cross-Coupling Reactions

Abstract

Access to Document

Other files and links

Fingerprint

Cite this