One-step synthesis of 2,3-difluoronaphthalene by the gas-phase co-pyrolysis of styrene with chlorodifluoromethane

Autor:	N. V. Volchkov, M. B. Lipkind, Oleg M. Nefedov
Rok vydání:	2019
Předmět:	Difluorocarbene 010405 organic chemistry Aromatization Chlorodifluoromethane General Chemistry 010402 general chemistry 01 natural sciences Chemical reaction Cycloaddition 0104 chemical sciences Styrene chemistry.chemical_compound chemistry Polymer chemistry Tetrafluoroethylene Pyrolysis
Zdroj:	Russian Chemical Bulletin. 68:1232-1238
ISSN:	1573-9171 1066-5285
DOI:	10.1007/s11172-019-2546-8
Popis:	The gas-phase co-pyrolysis of styrene with CHClF2 in a flow reactor at 550–650 °C gives 2,3-difluoronaphthalene in two parallel reaction channels. The main channel includes decomposition of CHClF2 to difluorocarbene, whose subsequent cycloaddition to styrene affords 1,1-difluoro-2-phenylcyclopropane. This compound rearranges to 2-fluoroindene giving finally difluoronaphthalene upon the second difluorocarbene cycloaddition and subsequent aromatization of the resulting cycloadduct. The second reaction channel consists in aromatization of 1,1,2,2-tetrafluoro-3-phenylcyclobutane, which is formed by the [2+2]-cycloaddition of styrene to tetrafluoroethylene, a product of difluorocarbene dimerization.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::bbc9578b623c919319c4d25279b0d6a0 https://doi.org/10.1007/s11172-019-2546-8 Zobrazit plný text záznamu Full text from SpringerLink