%0 Journal Article
%T Facile Synthesis and Preferred Conformation Analysis of Cyclododeceno[b]indene
%A Chunyan Zhang
%A Shengyan Gong
%A Li Zhang
%A Daoquan Wang
%A Mingan Wang
%J Molecules
%D 2010
%I MDPI AG
%R 10.3390/molecules15020699
%X Using methanesulfonic acid as a catalyst, a series of cyclododeceno[b]indene derivatives were synthesized by the cyclization of ¦Á-benzylcyclododecanones, which were prepared by the reactions of cyclododecanones with a variety of substituted benzyl chlorides or bromides using NaH as a base. Their structures were confirmed by mp, IR spectra, 1H-NMR, 13C-NMR, MS, and x-ray diffraction. The preferred conformations were analyzed by crystal structure, 1H-NMR and quantum chemistry calculations, and compared with the x-ray diffraction structure of 2,3,5,6-bis(ortho-1,10-decylidene)dihydropyrazine. The results showed that the cyclododecene moiety adopted a preferred [1ene2333] conformation, and the substituted groups at aromatic ring had no significant influence on the conformation.
%K ¦Á-benzylcyclododecanone
%K cyclododeceno[b]indene
%K synthesis
%K conformational analysis
%U http://www.mdpi.com/1420-3049/15/2/699