Synlett 2005(19): 2931-2934  
DOI: 10.1055/s-2005-921905
LETTER
© Georg Thieme Verlag Stuttgart · New York

Azacalix[n]arenes with -NH- Amino Group: NH···OCH3 Interaction-Assisted Synthesis, Structure, and Reactivity

Wataru Fukushima, Takaki Kanbara*, Takakazu Yamamoto*
Chemical Resources Laboratory, Tokyo Institute of Technology, 4259 Nagatsuta, Midori-ku, Yokohama, 226-8503, Japan
Fax: +81(45)9245976; e-Mail: tkanbara@res.titech.ac.jp;
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Publication History

Received 13 September 2005
Publication Date:
04 November 2005 (online)

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Abstract

Designed intramolecular NH···OCH3 hydrogen bonding interaction induced facile formation of new azacalix[n]arenes ­(arene unit: n = 4, 6, 8) with bridging -NH- amino group by ­palladium-catalyzed aryl amination. Reaction of the -NH- group with acetic anhydride gave corresponding N-acetylated derivatives.