Synthesis of 5-tert-butyl-8,12,14-trimethyl- and 5-tert-butyl-8,12,14,16-tetramethyl[2.2]metacyclophane and their treatment with Lewis acids in benzene

Autor:	Takehiko Yamato, Katsuhiko Hida, Tomoe Shimizu
Rok vydání:	2009
Předmět:	Tert butyl chemistry.chemical_compound Strain (chemistry) Chemistry Yield (chemistry) General Chemistry Lewis acids and bases Benzene Medicinal chemistry
Zdroj:	Journal of Chemical Research. 2009:443-447
ISSN:	2047-6507 1747-5198
DOI:	10.3184/030823409x465222
Popis:	Treatment of 5- tert-butyl-8,12,14,16-tetramethyl[2.2]MCP with AlCl3-MeNO2 in benzene led to trans- tert-butylation to afford 8,12,14,16-tetramethyl[2.2]MCP in good yield along with tert-butylbenzene. On the other hand, the same treatment of 5- tert-butyl-8,12,14-trimethyl[2.2]MCP led to transannular cyclisation reaction and isomerisation reaction to afford the corresponding strainless 2- tert-butyl-3a,6,8-trimethyl-3,3a,4,5,9,10-hexahydropyrene in good yield.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::7af11263afc75f56f87db0a47d500685 https://doi.org/10.3184/030823409x465222 Zobrazit plný text záznamu