Stable phenylene- and biphenylene-bis(isobenzofuran)s related to diphenylisobenzofuran
Canadian Journal of Chemistry2009Vol. 87(6), pp. 738–744
Citations Over Time
Sheri A. Klassen, Richard Boehme, Sean D. Derrick, Klaus H. Moock, AT Baker, Deryn E. Fogg, Renè T. Boeré, Peter W. Dibble
Abstract
A series of phenyl-substituted bis(isobenzofuran)s in which the furan moieties are linked by 1,3-phenylene, 1,4-phenylene, or 4,4′-biphenylene linkers have been prepared in only two steps. They are comparable to diphenylisobenzofuran in their absorption and luminescent properties, their electrochemistry, and their reactivity. Their degree of similarity to diphenylisobenzofuran was found to depend significantly on the nature of the linking group. Diels–Alder reaction of the title compounds and subsequent aromatization gave very rapid access to penta- or hexa-aryl products.
Related Papers
- → Studies on the transition metal-catalyzed synthesis of variously substituted (E)-3-[1-(aryl)methylidene]- and (E)-3-(1-alkylidene)-3H-furan-2-ones(1998)94 cited
- → Role of N, N′‐Diboryl‐4, 4′‐bipyridinylidene in the Transition‐Metal‐Free Borylation of Aryl Halides and Direct C−H Arylation of Unactivated Benzene(2022)5 cited
- → New Thermal and Photochemical Routes to Dewar Furan and Other Isomers on the C4H4O Energy Surface: the Role of Isobenzofuran as a Trapping Agent(1991)12 cited
- → ChemInform Abstract: New Thermal and Photochemical Routes to Dewar Furan and Other Isomers on the C4H4O Energy Surface. The Role of Isobenzofuran as a Trapping Agent.(1991)
- → ChemInform Abstract: REACTION OF ALKYL(ARYL)DICHLOROPHOSPHINES AND N,N,N′,N′‐TETRAALKYL‐P‐PHENYLPHOSPHONOUS DIAMIDES WITH O‐AMINOPHENOL(1977)