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Hydrostannylation of Red Phosphorus: A Convenient Route to Monophosphines.


ABSTRACT: The preparation of valuable and industrially relevant organophosphorus compounds currently depends on indirect multistep procedures involving difficult-to-handle white phosphorus as a common P atom source. Herein, we report a practical and versatile method for the synthesis of a variety of monophosphorus compounds directly from the bench-stable allotrope red phosphorus (Pred ). The relatively inert Pred was productively functionalised by using the cheap and readily available radical reagent tri-n-butyltin hydride, and subsequent treatment with electrophiles yields useful P1 compounds. Remarkably, these transformations require only modest inert-atmosphere techniques and use only reagents that are inexpensive and commercially available, making this a convenient and practical methodology accessible in most laboratory settings.

SUBMITTER: Cammarata J 

PROVIDER: S-EPMC10092039 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature

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Hydrostannylation of Red Phosphorus: A Convenient Route to Monophosphines.

Cammarata Jose J   Scott Daniel J DJ   Wolf Robert R  

Chemistry (Weinheim an der Bergstrasse, Germany) 20221006 67


The preparation of valuable and industrially relevant organophosphorus compounds currently depends on indirect multistep procedures involving difficult-to-handle white phosphorus as a common P atom source. Herein, we report a practical and versatile method for the synthesis of a variety of monophosphorus compounds directly from the bench-stable allotrope red phosphorus (P<sub>red</sub> ). The relatively inert P<sub>red</sub> was productively functionalised by using the cheap and readily availabl  ...[more]

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