Work

Insertion of CO 2 , Isocyanates, and Acetonitrile into the P–Si Bond of a Silyl-Substituted N -Heterocyclic Carbene Phosphinidene

Year: 2026

Type: article

Abstract: High Resolution Image Download MS PowerPoint Slide This work investigates the reactivity of IDippP-SiMe 3 (IDipp = 1,3-bis(2,6-diisopropylphenyl)-imidazolin-2-ylidene) toward CO 2, Ph-NCO, and Me-CN. Whereas carbon dioxide and phenyl isocyanate readily insert into the polarized P–Si bond, the activation of acetonitrile only proceeds via a frustrated Lewis pair (FLP) pathway in the presence of group 13 halides. Nitrile insertion in the presence of aluminum halides affords both an N -heterocyclic carbene phosphinidene (NHCP)-substituted imine and a phosphaalkene, with the product ratio depending on the choice of Lewis acid. In contrast, the addition of BCl 2 m Ter ( m Ter = 2,6-(2,4,6-methyl-C 6 H 2 )-C 6 H 3 ) selectively affords an NHCP-substituted imine via dehalosilylation.

Source: Organometallics

DOI: 10.1021/acs.organomet.5c00466

Authors: Andreas Hochholzer, Martin E. Doleschal, Priyanka Chakraborty, Shigeyoshi Inoue

Institution: Technical University of Munich

Language: English

Topic: Synthesis and characterization of novel inorganic/organometallic compounds

Subfield: Inorganic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: H2020 European Research Council