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Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride

Reaction of phenyl benzoate with tri-n-butyltin hydride has been found to give mainly toluene, benzyl benzoate, tri-n-butyltin phenoxide and tri-n-butyltin benzoate. Possible reaction paths leading to these products are discussed. A SH2 mechanism involving initial attack of tri-n-butyltin radical at...

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Main Authors: Khoo, L.E., Lee, H.H.
Format: Article
Published: Elsevier 1970
Subjects:
Q Science (General)
QD Chemistry
Online Access:http://eprints.um.edu.my/24613/
https://doi.org/10.1016/S0040-4020(01)93069-8
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spelling my.um.eprints.246132021-03-12T01:31:24Z http://eprints.um.edu.my/24613/ Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride Khoo, L.E. Lee, H.H. Q Science (General) QD Chemistry Reaction of phenyl benzoate with tri-n-butyltin hydride has been found to give mainly toluene, benzyl benzoate, tri-n-butyltin phenoxide and tri-n-butyltin benzoate. Possible reaction paths leading to these products are discussed. A SH2 mechanism involving initial attack of tri-n-butyltin radical at the ethereal oxygen atom of the ester with displacement of the benzoyl moiety appears to be consistent with observed experimental evidence. © 1970. Elsevier 1970 Article PeerReviewed Khoo, L.E. and Lee, H.H. (1970) Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride. Tetrahedron, 26 (18). pp. 4261-4268. ISSN 0040-4020 https://doi.org/10.1016/S0040-4020(01)93069-8 doi:10.1016/S0040-4020(01)93069-8
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic Q Science (General)
QD Chemistry
spellingShingle Q Science (General)
QD Chemistry
Khoo, L.E.
Lee, H.H.
Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride
description Reaction of phenyl benzoate with tri-n-butyltin hydride has been found to give mainly toluene, benzyl benzoate, tri-n-butyltin phenoxide and tri-n-butyltin benzoate. Possible reaction paths leading to these products are discussed. A SH2 mechanism involving initial attack of tri-n-butyltin radical at the ethereal oxygen atom of the ester with displacement of the benzoyl moiety appears to be consistent with observed experimental evidence. © 1970.
format Article
author Khoo, L.E.
Lee, H.H.
author_facet Khoo, L.E.
Lee, H.H.
author_sort Khoo, L.E.
title Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride
title_short Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride
title_full Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride
title_fullStr Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride
title_full_unstemmed Hydrostannolysis reactions-II. Reaction of phenolic esters with tri-n-butyltin hydride
title_sort hydrostannolysis reactions-ii. reaction of phenolic esters with tri-n-butyltin hydride
publisher Elsevier
publishDate 1970
url http://eprints.um.edu.my/24613/
https://doi.org/10.1016/S0040-4020(01)93069-8
_version_ 1695531095749033984
score 13.211869

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