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Synthesis of Carbophosphinocarbene and Their Donating Ability: Expansion of the Carbone Class

Shu‐kai Liu, Wen‐Ching Chen, Glenn P. A. Yap, Tiow‐Gan Ong

2020Organometallics31 citationsDOI

Abstract

In recent years, carbones (CL2) have established themselves to be reliable ligands in organometallic and catalytic reactions. With its superb donating ability as well as a second lone pair for extra coordination, it distinguishes itself from the widely used carbenes and phosphines. However, a lack of modular structural diversity in carbones has limited its use. A carbophosphinocarbene (CPC), a subclass of carbones containing a carbene and phosphine as flanking groups, offers an easy structural modification. In this work, we report a new modular synthetic procedure for CPCs by using readily available starting materials. In addition, the phosphine moiety can be easily exchanged and directly used out of the bottle. The resulting CPCs offer a strong donating ability. Their electronic properties have been determined using Ga and Au complexes.

Topics & Concepts

ChemistryPhosphineMoietyCarbeneLone pairCombinatorial chemistryModular designStereochemistryOrganic chemistryCatalysisMoleculeComputer scienceOperating systemCatalytic Cross-Coupling ReactionsSynthesis and characterization of novel inorganic/organometallic compoundsOrganometallic Complex Synthesis and Catalysis
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