Synthesis, Chemical Properties, and Structure of a Sterically Hindered Ketone, 2,2,5,5-Tetramethyl-4,4-diphenyl-3-thiolanone.

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概要

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• A sterically hindered ketone, 2,2,5,5-tetramethyl-4,4-diphenyl-3-thiolanone (<B>1</B>), was synthesized in two steps starting from 2,2,4,4-tetramethyl-1,5-diphenyl-3-thiapentane-1,5-dione. The carbonyl group of <B>1</B> is unreactive toward a series of nucleophiles which are bulkier than hydride or its equivalents. The observed unreactivity is ascribed to the steric hindrance enhanced by the two methyl groups on C-5 ("buttressing" effect). The result of an X-ray single crystal structure analysis of <B>1</B> is also described.

• 公益社団法人 日本化学会の論文

著者

• Nakayama Juzo

  Department Of Chemistry Faculty Of Science Saitama University

• YOKOMORI Yoshinobu

  Department of Applied Chemistry, National Defense Academy

• Yokomori Yoshinobu

  Department of Chemistry, The National Defense Academy

• Hirashima Atsushi

  Department of Chemistry, Faculty of Science, Saitama University

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