Komatsu Koichi
Institute for Chemical Research, Kyoto University, Uji, Kyoto, 611-0011, Japan.
Chem Rec. 2015 Feb;15(1):160-74. doi: 10.1002/tcr.201402048. Epub 2014 Oct 23.
Needless to say, the discovery of hinokitiol with its "unconventional" aromaticity by Professor Tetsuo Nozoe is one of the most important achievements in organic chemistry in the last century. The essence of this "non-benzenoid" aromaticity in hinokitiol is of course that of tropolone, and it is further related to the aromaticity of tropone and the tropylium ion, i.e., the cycloheptatrienyl cation. In this account, details of the study conducted by the author's group, particularly on the synthesis and properties of tropylium ion derivatives with various unique structures pursuing the ultimately high carbocation stability, are described.
不用说,野副哲男教授发现具有“非常规”芳香性的扁柏酚是上世纪有机化学最重要的成就之一。扁柏酚中这种“非苯型”芳香性的本质当然是卓酚酮的芳香性,它还与卓酮和环庚三烯正离子(即环庚三烯基阳离子)的芳香性相关。在本文中,将描述作者所在研究小组进行的研究细节,特别是关于追求最终高碳正离子稳定性的具有各种独特结构的环庚三烯基阳离子衍生物的合成和性质。