Thiocyanogen cleavage of carbon-tin bonds

Bullpitt M.L. and Kitching W. (1972) Thiocyanogen cleavage of carbon-tin bonds. Journal of Organometallic Chemistry, 34 2: 321-328. doi:10.1016/S0022-328X(00)88290-X

Author Bullpitt M.L.
Kitching W.
Title Thiocyanogen cleavage of carbon-tin bonds
Journal name Journal of Organometallic Chemistry   Check publisher's open access policy
ISSN 0022-328X
Publication date 1972-01-16
Sub-type Article (original research)
DOI 10.1016/S0022-328X(00)88290-X
Open Access Status Not yet assessed
Volume 34
Issue 2
Start page 321
End page 328
Total pages 8
Language eng
Subject 1303 Specialist Studies in Education
1501 Accounting, Auditing and Accountability
1604 Human Geography
1605 Policy and Administration
1606 Political Science
2501 Materials Science (miscellaneous)
2505 Materials Chemistry
Abstract A number of tetraorganotin compounds of the types (CH3)3SnR and, to a lesser extent, (C6H5)3SnR, where R is a group normally readily cleaved by electrophilic agents, have been demonstrated to react readily with thiocyanogen (SCN)2, in benzene or carbon tetrachloride solution. When R cis- or trans-2-butenyl(crotyl), 2-propynyl or 1,2-propadienyl (allenyl), the rearranged α-methallyl, allenyl or 2-propynyl thiocyanates, respectively, are produced. The reactions are quantitative as judged by direct PMR observations. When R possesses only moderate reactivity towards electrophiles, e.g., CH3 as in (CH3)4Sn, polymerisation of (SCN)2 is more rapid than cleavage. The stereochemical path in the cases of cis- and trans-styryltrimethylstannanes is shown to be retention at the vinylic carbon.
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status Unknown

Document type: Journal Article
Sub-type: Article (original research)
Collection: Scopus Import - Archived
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Citation counts: TR Web of Science Citation Count  Cited 24 times in Thomson Reuters Web of Science Article | Citations
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