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
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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Created: Tue, 14 Jun 2016, 16:22:26 EST by System User