6006-24-2Relevant academic research and scientific papers
Synthesis of Barbaralones and Bullvalenes Made Easy by Gold Catalysis
Ferrer, Sofia,Echavarren, Antonio M.
, p. 11178 - 11182 (2016/10/13)
The gold(I)-catalyzed oxidative cyclization of 7-ethynyl-1,3,5-cycloheptatrienes gives 1-substituted barbaralones in a general manner, which simplifies the access to other fluxional molecules. As an example, we report the shortest syntheses of bullvalene, phenylbullvalene, and disubstituted bullvalenes, and a readily accessible route to complex cage-type structures by further gold(I)-catalyzed reactions.
BRIDGED POLYCYCLIC COMPOUNDS AS ANTIVIRAL AGENTS
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, (2012/12/13)
The invention is directed to amides of bicyclic amine compounds and pharmaceutical compositions containing such compounds that are useful in treating infections by hepatitis C virus.
Structural Fluxionality in the Tricyclo2,8>nona-3,6-dienyl and Bicyclonona-2,6,8-trienyl Radicals
Walton, John C.
, p. 2169 - 2176 (2007/10/02)
E.s.r observation of radicals derived from 9-bromtricyclo2,8>nona-3,6-diene, and related compounds, showed that they rearrange by β-scission to bicyclonona-2,6,8-trienyl radicals extremly rapidly; the latter radicals have hyperfine splittings similar to those of allyl radicals. 9-Deuterio- and 2-deuterio-9-bromotricyclo2,8>nona-3,6-diene were reduced with tributyltin hydride.The pattern of deuterium scrambling in the bicyclonona-2,6,8-triene and tricyclo2,8>nona-3,6-diene products showed that the intermediate radicals take part in a degenerate rearrangement sequence which makes them fully fluxional in three dimensions.The two radicals are in equilibrium at ca. 375 K, but the bicyclotrienyl species is more important by a factor of ca. 102.Neither the experimental results nor MNDO semiempirical calculations provided any evidence of additional thermodynamic stabilisation in the radical pair beyond that expected for allyl delocalisation.
