Synthesis of Substituted Linear Ter- and Quaterphenyls via Dewar Benzenes

0369763 - ÚOCHB 2012 RIV DE eng J - Journal Article
Janková, Š. - Hybelbauerová, S. - Kotora, Martin
Synthesis of Substituted Linear Ter- and Quaterphenyls via Dewar Benzenes.
Synlett. -, č. 3 (2011), s. 396-398. ISSN 0936-5214. E-ISSN 1437-2096
Grant - others:GA MŠk(CZ) LC06070; GA AV ČR(CZ) IAA401110805
Program: LC
Institutional research plan: CEZ:AV0Z40550506
Keywords : dewar benzene * alkynes * cyclobutadiene * polycycles * metallacycles
Subject RIV: CC - Organic Chemistry
Impact factor: 2.710, year: 2011

Tetramethylcyclobutadiene–AlCl3 complex reacted with bisalkynes possessing phenylene and biphenylene spacer giving rise to mono- and bis-Dewar benzenes. The rearrangement of the bis-Dewar benzene derivatives under thermal conditions (150 °C) yielded the corresponding linear ter- and quaterphenyl compounds possessing substituted terminal benzene rings. A mixture of an alkynylbiphenyl and a terphenyl was also obtained by the reaction of tetramethylzirconacyclopentadiene with bisalkynylbenzene in 13% combined yield.
Permanent Link: http://hdl.handle.net/11104/0203756