The Open Organic Chemistry Journal

2008, 2 : 35-40
Published online 2008 June 9. DOI: 10.2174/1874095200801020035
Publisher ID: TOOCJ-2-35

Symmetrical and Asymmetrical Cyclopropenones: Synthesis and Study of Their Chemical Reactivity

Klimova Elena , Klimova Tatiana , Lijanova Irina , Domínguez Chávez Jorge , Hernández Ortega Simon , Méndez Iturbide Daniel and Martínez García Marcos
Universidad Nacional Autónoma de México. Instituto de Química, Cd. Universitaria, Coyoacán, C.P. 04510, México D.F., México.

ABSTRACT

Symmetrical and asymmetrical cyclopropenones with diferrocenyl, diaryl and aryl-ferrocenyl substituents were obtained and their chemical behavior was studied. 1-Ethoxy-2,3-diarylcyclopropenylium terafluoroborate selectively reacts with MeLi, n-BuLi with formation of the 3,3-dialkyl-1,2-diarylcyclopropenes. The structures of 2,3-bis(4- methoxyphenyl) cyclopropenone (10), 2-ferrocenyl-3-(4-methoxyphenyl) cyclopropenone (11), 2-ferrocenyl-3- (naphthalen-1-yl) cyclopropenone (14) and 3,3-dimethyl-1,2-dianysol cyclopropene 19a were confirmed by X-ray crystallographic analysis.

Keywords:

Cyclopropenone, ferrocene, cyclopropenium cation.