Organocatalyzed Phospha-Michael Addition: A Highly Efficient Synthesis of Customized Bis(acyl)phosphane Oxide Photoinitiators.

ABSTRACT: Addition of the P-H bond in bis(mesitoyl)phosphine, HP(COMes)₂ (BAPH), to a wide variety of activated carbon-carbon double bonds as acceptors was investigated. While this phospha-Michael addition does not proceed in the absence of an additive or catalyst, excellent results were obtained with stoichiometric basic potassium or caesium salts. Simple amine bases can be employed in catalytic amounts, and tetramethylguanidine (TMG) in particular is an outstanding catalyst that allows the preparation of bis(acyl)phosphines, R-P(COMes)₂ , under very mild conditions in excellent yields after only a short time. All phosphines RP(COMes)₂ can subsequently be oxidized to the corresponding bis(acyl)phosphane oxides, RPO(COMes)₂ , a substance class belonging to

SUBMITTER: Conti R 

PROVIDER: S-EPMC10100105 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature