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Your search keyword '"Fraser, Lauren R."' showing total 11 results
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11 results on '"Fraser, Lauren R."'

1. Rhodium-catalyzed alkyne hydrothiolation with aromatic and aliphatic thiols

Author

Changsheng Cao, Fraser, Lauren R., and Love, Jennifer A.

Subjects
Thiols -- Chemical properties, Chemistry
Abstract

Tp*Rh(PPh3)2 catalyzes the hydrothiolation of a range of alkynes with both aryl and alkyl thiols. The reaction with alkyl thiols proceeds with excellent regioselectivity, providing convenient access to branched alkyl vinyl sulfides, which are difficult to synthesize by other means.

Published
2005

11. Synthesis of 1,1-disubstituted alkyl vinyl sulfides via rhodium-catalyzed alkyne hydrothiolation: scope and limitations.

Author

Yang J, Sabarre A, Fraser LR, Patrick BO, and Love JA

Subjects
Catalysis, Crystallography, X-Ray, Models, Molecular, Molecular Structure, Stereoisomerism, Vinyl Compounds chemistry, Alkynes chemistry, Organometallic Compounds chemistry, Rhodium chemistry, Sulfhydryl Compounds chemical synthesis, Sulfhydryl Compounds chemistry, Vinyl Compounds chemical synthesis
Abstract

Described herein are the scope and limitations using Tp*Rh(PPh(3))(2) as a catalyst for alkyne hydrothiolation with alkyl thiols. In general, catalytic hydrothiolation proceeds in high yields and with high regioselectivity for a wide range of alkynes and thiols. A variety of functional groups were well-tolerated, including nitriles, amines, halogens, ethers, esters and silanes, although strongly coordinating groups were found to be incompatible with hydrothiolation. Both sterically encumbered alkynes and thiols were successful in hydrothiolation. Electron rich alkynes react more rapidly than electron deficient alkynes. Overall, this hydrothiolation protocol provides convenient access to a variety of functionalized branched alkyl vinyl sulfides.

Published
2009
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