Synthesis of a Delocalized Azepinium Ion and Investigation of Its Electrophilic Character

Kyosuke Satake; Yasuhiro Kubota; Christopher E.J. Cordonier; Hideki Okamoto; Masaru Kimura

doi:10.1002/anie.200352794

Synthesis of a Delocalized Azepinium Ion and Investigation of Its Electrophilic Character

Kyosuke Satake, Yasuhiro Kubota, Christopher E.J. Cordonier, Hideki Okamoto, Masaru Kimura

Research output: Contribution to journal › Article › peer-review

9 Citations (Scopus)

Abstract

An isolated example: The first π-delocalized azepinium ions 2 were generated from 2H-azepines 1 and fully characterized by NMR spectroscopy. The stability of the ions was investigated by ab initio calculations. Reaction with nucleophiles led to further support of the characterization of the ions by the selective formation of 2-substituted 2H-azepines.

Original language	English
Pages (from-to)	736-738
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	43
Issue number	6
DOIs	https://doi.org/10.1002/anie.200352794
Publication status	Published - Jan 30 2004

Keywords

Ab initio calculations
Aromaticity
Azepinium
Heterocycles
Tropylium

ASJC Scopus subject areas

Catalysis
Chemistry(all)

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10.1002/anie.200352794

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abstract = "An isolated example: The first π-delocalized azepinium ions 2 were generated from 2H-azepines 1 and fully characterized by NMR spectroscopy. The stability of the ions was investigated by ab initio calculations. Reaction with nucleophiles led to further support of the characterization of the ions by the selective formation of 2-substituted 2H-azepines.",

keywords = "Ab initio calculations, Aromaticity, Azepinium, Heterocycles, Tropylium",

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AU - Kubota, Yasuhiro

AU - Cordonier, Christopher E.J.

AU - Okamoto, Hideki

AU - Kimura, Masaru

PY - 2004/1/30

Y1 - 2004/1/30

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KW - Ab initio calculations

KW - Aromaticity

KW - Azepinium

KW - Heterocycles

KW - Tropylium

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Synthesis of a Delocalized Azepinium Ion and Investigation of Its Electrophilic Character

Abstract

Keywords

ASJC Scopus subject areas

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