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On a New Mechanism of S-O Scission in the Solvolysis of Aryl Triflates

Takaaki Sonoda ; Research Institute of Industrial Science, Kyushu University, Kasuga Sakamoto, Fukuoka 816, Japan
Antonio Garcia Martinez ; Departamento Quimica Orgánica, Facultad de Ciencias Quimicas, Univesidad Complutense, E-28040 Madrid, Spain
Michael Hanack ; Institut für Organische Chemie der Universitàt Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Germany
L. R. Subramanian ; Institut für Organische Chemie der Universitàt Tübingen, Auf der Morgenstelle 18, D-7400 Tübingen, Germany


Puni tekst: engleski pdf 16.700 Kb

str. 585-592

preuzimanja: 264

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Sažetak

The solvolysis of 3,3-di-tert-butyl-4-hvdroxyphenyl triflate (7) in tri- fluoroethanol buffered with the non-nucleophilic base, 2,G-di-tert-butyl-4-methylpyridine proceeds surprisingly fast. This phenomenon is explained by a new type of elimination of triflinate anion from the conjugate base 10 of the triflate 7 to form 2,6-di-tert-butyl-1,4-benzoquinone.

Ključne riječi

Hrčak ID:

137119

URI

https://hrcak.srce.hr/137119

Datum izdavanja:

15.10.1992.

Posjeta: 646 *