Biphenylenes. Part 33. Synthesis of bisbenzo[3,4]cyclobuta[1,2-b; 1′,2′-h]- and bisbenzo[3,4]cyclobuta[1,2-c; 1′,2′-g]-phenanthrene, and attempts to prepare planar derivatives of cyclo-octatetraene

Autor:	David H. Perry, Mark E. Cracknell, J. F. W. McOmie, Reda A. Kabli
Rok vydání:	1985
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Hydrocarbon Polycyclic compound chemistry Stereochemistry Dehydrogenation Nuclear magnetic resonance spectroscopy Phenanthrene Octatetraene Aldehyde Medicinal chemistry
Zdroj:	J. Chem. Soc., Perkin Trans. 1. :115-120
ISSN:	1364-5463 0300-922X
DOI:	10.1039/p19850000115
Popis:	The title compounds have been synthesized but neither the second of them nor 1,1′-bisbiphenylenyl could be dehydrocyclised to give biphenyleno-annelated derivatives of cycle-octatetraene. 2-Styrylbiphenylene undergoes photodimerisation and not cyclisation. Lithiation of 2-hydroxymethyl-biphenylene gives the 1-lithio derivative from which a series of 1,2-disubstituted biphenylenes has been made. The 1H n.m.r. spectra of 1,1′-bisbiphenylenyl and its 2,2′-diformyl derivative, also of bisbenzo[3,4]cyclobuta[1,2-c; 1′,2-g]phenanthrene are discussed.
Databáze:	OpenAIRE
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