Preparation and X-ray Structural Study of Dibenziodolium Derivatives

Bibliographic Details
Parent link:The Journal of Organic Chemistry.— , 2011-
Vol. 80, iss. 11.— 2015.— [P. 5783-5788]
Corporate Author: Национальный исследовательский Томский политехнический университет (ТПУ) Институт природных ресурсов (ИПР) Кафедра технологии органических веществ и полимерных материалов (ТОВПМ)
Other Authors: Postnikov P. S. Pavel Sergeevich, Guselnikova O. A. Olga Andreevna, Yusubov M. S. Mekhman Suleiman-Ogly (Suleimanovich), Yoshimura A. Akira, Nemykin V. N. Victor, Zhdankin V. V. Viktor Vladimirovich
Summary:Title screen
New experimental procedures for the preparation of dibenziodolium salts by oxidative cyclization of 2-iodobiphenyl in the presence of appropriate strong acids are described. Particularly useful is a convenient one-pot synthesis of dibenziodolium hydrogen sulfate from 2-iodobiphenyl using Oxone as an inexpensive and environmentally safe oxidant. Dibenziodolium hydrogen sulfate, bis(triflyl)imidate, or triflate can be readily converted to various other dibenziodolium derivatives (chloride, bromide, thiocyanate, azide, cyanide, phenylsulfinate) by anion exchange. Structures of key products have been established by single-crystal X-ray diffraction analysis. Particularly interesting is the X-ray structure of dibenziodolium thiocyanate, which represents the first example of a structurally characterized hypervalent iodine compound with a relatively short iodine–sulfur secondary bond distance.
Режим доступа: по договору с организацией-держателем ресурса
Published: 2015
Subjects:
Online Access:http://dx.doi.org/10.1021/acs.joc.5b00741
Format: Electronic Book Chapter
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=642875