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Strategic Utilization of Multifunctional Carbene for Direct Synthesis of Carboxylic–Phosphinic Mixed Anhydride from CO2
Authors:Prof. Dr. Yoichi Hoshimoto  Takahiro Asada  Dr. Sunit Hazra  Takuya Kinoshita  Panukorn Sombut  Dr. Ravindra Kumar  Prof. Dr. Masato Ohashi  Prof. Dr. Sensuke Ogoshi
Affiliation:1. Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka, Japan;2. Frontier Research Base for Global Young Researchers, Graduate School of Engineering, Osaka University, Suita, Osaka, Japan
Abstract:Direct synthesis of carboxylic–phosphinic mixed anhydrides has been achieved by treating carbon dioxide with N‐phosphine oxide‐substituted imidazolylidenes (PoxIms) that contain both nucleophilic carbene and electrophilic phosphorus moieties. This novel mixed anhydride was efficiently derivatized into an ester, an amide, and an unsymmetrical ketone via transformation into its corresponding imidazolium salt followed by a dual substitution reaction. The presented work used well‐designed multifunctional carbene reagents to establish a novel utility for carbon dioxide in organic synthesis.
Keywords:carbon dioxide fixation  mixed anhydrides  N-heterocyclic carbenes  one-pot reactions  unsymmetrical ketones
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