Access to Stable Quaternary Phosphiranium Salts by P-Alkylation and P-Arylation of Phosphiranes

Julien Gasnot; Clément Botella; Sébastien Comesse; Sami Lakhdar; Carole Alayrac; Annie-Claude Gaumont; Vincent Dalla; Catherine Taillier

doi:10.1055/s-0040-1708000

Journal articles

Access to Stable Quaternary Phosphiranium Salts by P-Alkylation and P-Arylation of Phosphiranes

Julien Gasnot ¹ Clément Botella ¹ Sébastien Comesse ¹ Sami Lakhdar ² Carole Alayrac ² Annie-Claude Gaumont ² Vincent Dalla ¹ Catherine Taillier ¹

1 URCOM - Unité de Recherche en Chimie Organique et Macromoléculaire

2 LCMT - Laboratoire de chimie moléculaire et thioorganique

Abstract : We report the preparation of phosphiranium salts by quaternarization of phosphiranes, a class of sensitive, highly strained and poorly nucleophilic cyclic phosphines. High yielding introduction of a varied set of alkyl groups including methylene ester arms was accomplished under mild conditions. A Cu-catalyzed electrophilic arylation of phosphiranes using diaryl iodonium reagents was also achieved to yield unprecedented P,P diaryl phosphiraniums salts with good efficiency.

Keywords : Alkylation Arylation Phosphirane Phosphiranium salt Alkylating agent Diaryliodonium salt

Document type :

Journal articles

Domain :

Chemical Sciences

Chemical Sciences / Organic chemistry

Complete list of metadatas

https://hal-normandie-univ.archives-ouvertes.fr/hal-02899695
Contributor : Carole Witulski-Alayrac <>
Submitted on : Wednesday, July 15, 2020 - 2:18:02 PM
Last modification on : Thursday, July 16, 2020 - 3:40:58 AM

Access to Stable Quaternary Phosphiranium Salts by P-Alkylation and P-Arylation of Phosphiranes

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Access to Stable Quaternary Phosphiranium Salts by P-Alkylation and P-Arylation of Phosphiranes

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