Synthesis and Properties of Methano-Bridged Bisdehydro[17]-, -[19]-, -[21]annulenones and the Related Compounds

Autor:	Seiken Kiyoto, Chiaki Sakon, Shiro Kondo, Gaku Yamamoto, Kaori Asano, Naoki Hiraiwa, Hiroyuki Higuchi, Juro Ojima
Rok vydání:	1995
Předmět:	Uv spectra Chemistry General Chemistry Conjugated system Combinatorial chemistry Planarity testing
Zdroj:	Bulletin of the Chemical Society of Japan. 68:3519-3538
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.68.3519
Popis:	14-Methyl-10,12-bisdehydro-4,9-methano-1H-[17]annulen-1-one, 14-methyl-10,12-bisdehydro-4,9-methano-1H-[19]annulen-1-one, and 16-methyl-12,14-bisdehydro-6,11-methano-1H-[21]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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7caad67752058df810baf82120ee2e23 https://doi.org/10.1246/bcsj.68.3519 Zobrazit plný text záznamu