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N‐Heterocyclic Carbenes as Efficient Organocatalysts for CO 2 Fixation Reactions
Author(s) -
Kayaki Yoshihito,
Yamamoto Masafumi,
Ikariya Takao
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200901399
Subject(s) - adduct , chemistry , nucleophile , medicinal chemistry , lewis acids and bases , nitrogen , solvent , catalysis , alkyl , organic chemistry , combinatorial chemistry , polymer chemistry
Getting a fix : N‐heterocyclic carbenes (NHCs) and NHC–CO 2 adducts serve as potent organocatalysts for carbonate synthesis by the addition of a CO 2 unit to propargylic alcohols or epoxides under mild and solvent‐free reaction conditions (see scheme). The enhanced Lewis basicity of imidazol‐2‐ylidenes bearing electron‐donating alkyl groups on the nitrogen atoms leads to utilizing CO 2 as a nucleophilic fragment in the chemical fixation processes.