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Synthesis and conformation of cis ‐1,2‐disubstituted cyclododecene
Author(s) -
Han XiangYu,
Wang MingAn,
Liang XiaoMei,
Wang DaoQuan
Publication year - 2004
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.20040220614
Subject(s) - chemistry , ring (chemistry) , chloroformate , alkyl , carbon skeleton , ethyl chloroformate , stereochemistry , nuclear magnetic resonance spectroscopy , organic chemistry
Abstract Eight 1,2‐disubstituted cyclododecenes were synthesized from α‐alkoxycarbonyl‐cyclododecanone and alkyl chloroformate. Their configuration and conformation determined by IR, NMR spectroscopy and X‐ray diffraction analysis showed that the carbon‐carbon double bond of all of the synthesized compounds has cis ‐configuration. and the ring skeleton of their preferred conformation is [lene2333] in solid, and they may adopt two different [lene2333] conformations, which exist in a dynamic equilibrium in solution.