A DIRECT SYNTHESIS OF VINYLIC PHOSPHONATES FROM VINYLIC HALIDES AND HALIDE EXCHANGE AT VINYLIC POSITION CATALYZED BY COPPER(I) HALIDE COMPLEXES OF TRIVALENT PHOSPHORUS.
Item
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Title
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A DIRECT SYNTHESIS OF VINYLIC PHOSPHONATES FROM VINYLIC HALIDES AND HALIDE EXCHANGE AT VINYLIC POSITION CATALYZED BY COPPER(I) HALIDE COMPLEXES OF TRIVALENT PHOSPHORUS.
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Identifier
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AAI8119663
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identifier
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8119663
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Creator
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LAOSOOKSATHIT, SURIN.
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Contributor
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ROBERT RALPH ENGEL
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Date
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1981
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Language
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English
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Publisher
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City University of New York.
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Subject
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Chemistry, Organic
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Abstract
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A series of vinylic halides has been investigated in their reactions with copper(I) halide complexes of phosphite triesters. With trialkyl phosphite complexes and vinylic halides, moderate-to-high yield conversions to the corresponding vinylic phosphonates are observed upon heating. Maintenance of stereochemistry about the olefinic linkage is observed upon reaction.;The reaction generating vinylic phosphonates is also observed to be in competition with a halide exchange reaction between the copper(I) halide and the vinylic halide. This halide exchange reaction has been investigated using copper(I) halide complexes of trivalent phosphorus reagents which are unable to yield phosphonate products. Maintenance of stereochemistry about the olefinic linkage is also observed in the halide exchange reaction.;Possible mechanisms of the phosphonation and the halide exchange reactions have been proposed.
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Type
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dissertation
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Source
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PQT Legacy CUNY.xlsx
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degree
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Ph.D.
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Program
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Chemistry
