Diazotization of 2-Methyl-2-(1,2,3,4-tetrachloro-9-triptycyl)propylamine Rotamers. A Consequence of Participation of 1-Chloro Substituent during the Formation of Alkyl Cation in the sc-Isomer

• Yasuhiro Tanaka

  Department of Chemistry, Faculty of Science, The University of Tokyo

• Gaku Yamamoto

  Department of Chemistry, Faculty of Science, The University of Tokyo

• Michinori Oki

  Department of Chemistry, Faculty of Science, Okayama University of Science

抄録

Diazotization of the ap form of the title compound in benzene with isopentyl nitrite in the presence of acetic acid afforded a mixture of olefins, which were expected from deprotonation reactions of the cation formed by the Wagner–Meerwein rearrangement, while the sc isomer afforded 2-methyl-2-(1,2,3,4-tetrachloro-9-triptycyl)propyl acetate. Participation of the 1-chloro group in stabilization of the cation formed by diazotization was invoked.

収録刊行物

• Chemistry Letters

  Chemistry Letters 18 (11), 2019-2022, 1989-11-01

  Oxford University Press (OUP)

キーワード

• General Chemistry

詳細情報

• CRID: 1360002219108169728
• NII論文ID: 130004153511
• DOI: 10.1246/cl.1989.2019
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/18/11/2019/55649370/cl.1989.2019.pdf
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