Carbo-cyclohexadienes vs. carbo-benzenes: structure and conjugative properties.

ABSTRACT: Ideally C_s-/C_2v-symmetric chromophores, constituted by two electro-active groups conjugated through the carbo-mer of the cyclohexa-1,3-diene core, are selectively prepared by the SnCl₂-mediated reduction of tailored hexaoxy-[6]pericyclynes: in the latter substrates, one of the 1,4-dioxybut-2-yne edges is "chemically locked" by two CF₃ substituents preventing complete reduction to the corresponding aromatic carbo-benzenic core, which is expected to be more "π-insulating" between the electro-active ends. The bis-trifluoromethylated carbo-cyclohexadiene products are also shown to be significantly stabilized with respect to their bis-phenylated analogues. Their structural (crystal X-ray diffraction analyses), spectr

SUBMITTER: Rives A 

PROVIDER: S-EPMC5811109 | biostudies-literature | 2015 Feb

REPOSITORIES: biostudies-literature