A theoretical study focusing on the ring expansion that occurs in the reaction of N-heterocyclic carbenes with silanes has been carried out. A detailed reaction pathway was determined which indicates that formation of C-H bonds is the crucial factor in the transformation.

N-Heterocyclic carbenes catalyzed hydrophosphonylation reaction of α-ketoesters and α-trifluoromethyl ketones was developed. Under the catalysis of 10 mol% IPr, α-ketoesters or α-trifluoromethyl ketones reacted with dialkyl phosphites to provide quaternary α-hydroxyphosphonates in good to excellent yield.

A carbene is a divalent carbon atom linked to two other groups by covalent bonds, and possesses two unshared valence electrons. These electrons can be paired in the same orbital as anti-parallel spins (singlet) represented as σ2 or pπ2 in different orbitals, or as parallel spins (triplet) represented as σ1 pπ1. (Droge and Glorius, 2010). N-Heterocyclic carbenes (NHCs) are singlet carbenes in wh...

In this work we present a set of force fields for nine synthetically relevant and/or structurally interesting N-heterocyclic carbenes, including imidazol-, thiazol-, triazol-, imidazolidin-, and pyridine-ylidenes. The bonding parameters were calculated by using a series of geometry optimizations by ab initio methods. For fitting the non-bonding interactions, a water molecule was employed as a p...

The electrochemical generation of N-heterocyclic carbenes (NHCs) offers a mild and selective alternative to traditional synthetic methods that usually rely on strong bases air-sensitive materials. use electrons as reagents results in an efficient clean synthesis enables the direct NHCs various applications. Herein, electrogenerated organocatalysis, organometallic chemistry is explored.