161146-82-3Relevant academic research and scientific papers
Synthesis and Properties of a Bismethano-bridged Bisdehydroannulenone. Conformation in Solution and in the Crystalline State
Higuchi, Hiroyuki,Kiyoto, Seiken,Sakon, Chiaki,Hiraiwa, Naoki,Asano, Kaori,et al.
, p. 2291 - 2294 (1994)
A bismethano-bridged bisdehydroannulenone, tricyclo6,11>tricosa-6,8,10,12,15,17,19,21-octaene-2,4-diyn-14-one, was synthesized.X-ray crystallography reveals the syn orientation of the two methano bridges.Two conformers are present in solution in a 97:3 ration, the major isomer being the one existing in the crystalline state.Paratropicity of this compound in CDCl3 and in CF3CO2D is discussed.
Synthesis and Properties of Methano-Bridged Bisdehydro-, -, -annulenones and the Related Compounds
Higuchi, Hiroyuki,Kiyoto, Seiken,Sakon, Chiaki,Hiraiwa, Naoki,Asano, Kaori,et al.
, p. 3519 - 3538 (2007/10/03)
14-Methyl-10,12-bisdehydro-4,9-methano-1H-annulen-1-one, 14-methyl-10,12-bisdehydro-4,9-methano-1H-annulen-1-one, and 16-methyl-12,14-bisdehydro-6,11-methano-1H-annulen-1-one, as well as their methylated and benzannelated derivatives, were synthesized and their tropic properties were studied by NMR and UV spectra under neutral and acidic conditions.The tropicity in these compounds was found to be lower than in their non-bridged monocyclic counterparts.Thus the methano-bridge works to decrease the planarity of the peripherally conjugated system.
