Premium
N ‐Phosphine Imide‐Substituted Imidazolylidenes
Author(s) -
Hoshimoto Yoichi,
Nagai Shun,
Hinogami Takaya,
Hazra Sunit,
Ogoshi Sensuke
Publication year - 2021
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.202100109
Subject(s) - carbene , chemistry , phosphine , imide , moiety , carbon fibers , specific rotation , stereochemistry , medicinal chemistry , organic chemistry , catalysis , composite number , materials science , composite material
A series of novel multifunctional carbenes of the type N ‐phosphine imide‐substituted imidazolylidenes (PimIms) has been synthesized and characterized. Substituents including (+)‐10‐camphorsulfonyl and pyroglutamate groups were introduced on the N ‐phosphinimidoyl moiety to diversify available structures of isolable carbenes. The impact that the rotation of the N ‐phosphinimidoyl groups has on the spatial environment surrounding the carbene carbon atoms was evaluated theoretically. This analysis suggested that the shape as well as the volume of the reaction field around the carbene carbon atoms varies drastically during this rotation.