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Early-Transition-Metal-Mediated Activation and Transformation of White Phosphorus

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dc.contributor.author Cossairt, Brandi M.
dc.contributor.author Piro, Nicholas A.
dc.contributor.author Cummins, Christopher C.
dc.date.accessioned 2011-08-16T13:14:34Z
dc.date.available 2011-08-16T13:14:34Z
dc.date.issued 2010-02
dc.identifier.issn 0009-2665
dc.identifier.issn 1520-6890
dc.identifier.uri http://hdl.handle.net/1721.1/65161
dc.description.abstract Phosphorus-containing molecules are ubiquitous in the world around us and the synthetic and industrial utilization of phosphorus has prospered for over a century. The industrial reduction of phosphate rock (apatite, Ca[subscript 10](PO[subscript 4])[subscript 6](X)[subscript 2], X = OH, F, Cl, or Br) to white phosphorus, P[subscript 4], exceeds 500,000 tons annually as P[subscript 4] still represents the major commercial P-atom source for the production of organophosphorus compounds utilized by the food, detergent, specialty chemical, and pharmaceutical industries. The present day synthesis of organophosphorus compounds is a multi-step process in which P[subscript 4] is first chlorinated to generate PCl[subscript 3], which in turn is functionalized by reaction with an appropriate Grignard or organolithium reagent, or by treatment with a halogenated organic compound and a powerful reducing agent. For example, the industrial method for triphenylphosphine preparation is based on the high temperature reaction of chlorobenzene with phosphorus trichloride in the presence of molten sodium. From both a safety and a sustainability standpoint, the need for PCl[subscript 3] as an intermediate for the production of organophosphorus compounds is unpalatable and methods that circumvent its use are of great interest. This has provoked intensive investigations into the mild and controlled activation of P[subscript 4], a clear objective being the development of catalytic methods for phosphorus incorporation into organic molecules. en_US
dc.description.sponsorship National Science Foundation (U.S.) (grant CHE-719157) en_US
dc.description.sponsorship ThermPhos International en_US
dc.language.iso en_US
dc.publisher American Chemical Society en_US
dc.relation.isversionof http://dx.doi.org/10.1021/cr9003709 en_US
dc.rights Article is made available in accordance with the publisher's policy and may be subject to US copyright law. Please refer to the publisher's site for terms of use. en_US
dc.source Prof. Cummins en_US
dc.title Early-Transition-Metal-Mediated Activation and Transformation of White Phosphorus en_US
dc.type Article en_US
dc.identifier.citation Cossairt, Brandi M., Nicholas A. Piro, and Christopher C. Cummins. “Early-Transition-Metal-Mediated Activation and Transformation of White Phosphorus.” Chemical Reviews 110.7 (2010) : 4164-4177. en_US
dc.contributor.department Massachusetts Institute of Technology. Department of Chemistry en_US
dc.contributor.approver Cummins, Christopher C.
dc.contributor.mitauthor Cossairt, Brandi M.
dc.contributor.mitauthor Piro, Nicholas A.
dc.contributor.mitauthor Cummins, Christopher C.
dc.relation.journal Chemical Reviews en_US
dc.identifier.mitlicense PUBLISHER_POLICY en_US
dc.eprint.version Author's final manuscript en_US
dc.type.uri http://purl.org/eprint/type/JournalArticle en_US
eprint.status http://purl.org/eprint/status/PeerReviewed en_US
dspace.orderedauthors Cossairt, Brandi M.; Piro, Nicholas A.; Cummins, Christopher C. en
dc.identifier.orcid https://orcid.org/0000-0003-2568-3269


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