Bis(bicyclo[1.1.1]pentyl)chlorophosphine As a Precursor for the Preparation of Bis(bicyclo[1.1.1]pentyl)phosphines

Overview

Journal Org Lett

Publisher American Chemical Society

Specialties Biochemistry
Chemistry

Date 2024 May 12

PMID 38735051

Authors

Griffin L Perry

Nathan D Schley

Affiliations

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Abstract

Dialkylchlorophosphines are among the most versatile building blocks for tertiary phosphine ligands, but their synthesis relies on the nucleophilic substitution of PCl, leaving substituents that require P-H precursors largely inaccessible. The primary phosphine reagent iPrNPH·BH can serve as a doubly protected PHCl proxy, enabling the synthesis of bis(bicyclo[1.1.1]pentyl)chlorophosphine (BcpPCl) for the first time. BcpPCl serves as a general reagent for the preparation of a family of bis(bicyclo[1.1.1]pentyl) alkyl- and arylphosphines, including new members of privileged phosphine ligand scaffolds.

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