N‐Phosphine Imide‐Substituted Imidazolylidenes. Issue 5 (12th April 2021)

• Record Type: Journal Article
• Authors: Hoshimoto, Yoichi; Nagai, Shun; Hinogami, Takaya; Hazra, Sunit; Ogoshi, Sensuke
• Is Part Of: Asian journal of organic chemistry. Volume 10:Issue 5(2021)
• Page Start: 1085
• Page End: 1089
• Publication Date: 2021-04-12
• Subjects: phosphine imides -- N-heterocyclic carbenes -- chiral ligands -- flexible carbenes -- Lewis bases; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.202100109
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: 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. Abstract : N ‐Phosphine imide‐substituted imidazolylidenes (PimIms) have debuted . The introduction of a variety of phosphinimidoyl groups bearing such as the (+)‐10‐camphorsulfonyl and pyroglutamate moieties are presented, which diversify the available structures and expand the utility of multifunctional carbenes.