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Simple methods for the preparation of N-triflyl guanidines and the structure of compounds with the CF3SO2N=C-N fragment

  • Two novel and simple approaches to N-triflyl guanidines are elaborated. Owing to very strong conjugation the formally double C=N bond of TIN=C(NHR)(2) is longer than the formally single N-C bonds. Energetic effect of the triflylgroup on the conjugation in the N-C=N moiety is estimated to be >= 150 kcal/mol.

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Author details:Bagrat A. Shainyan, Ljudmila L. Tolstikova, Uwe SchildeORCiDGND
DOI:https://doi.org/10.1016/j.fluchem.2011.12.004
ISSN:0022-1139
Title of parent work (English):Journal of fluorine chemistry
Publisher:Elsevier
Place of publishing:Lausanne
Publication type:Article
Language:English
Year of first publication:2012
Publication year:2012
Release date:2017/03/26
Tag:MP2 calculations; N-triflyl guanidines; Structure; Synthesis; X-ray
Volume:135
Issue:1
Number of pages:4
First page:261
Last Page:264
Funding institution:Russian Foundation for Basic Research; Deutsche Forschungsgemeinschaft [RFBR 10-03-00110, RFBR-DFG 11-03-91334]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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