The Proton Cryptate of Hexaethylenetetramine

Yuji Miyahara; Yurika Tanaka; Kiichi Amimoto; Takamitsu Akazawa; Tsutomu Sakuragi; Haruhito Kobayashi; Kazuomi Kubota; Masahiko Suenaga; Hiroyuki Koyama; Takahiko Inazu

doi:10.1002/(SICI)1521-3773(19990401)38:7<956::AID-ANIE956>3.0.CO;2-K

The Proton Cryptate of Hexaethylenetetramine

Angew Chem Int Ed Engl. 1999 Apr 1;38(7):956-959. doi: 10.1002/(SICI)1521-3773(19990401)38:7<956::AID-ANIE956>3.0.CO;2-K.

Affiliation

¹ Department of Chemistry, Faculty of Science, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581 (Japan), Fax: (+81) 92-642-2607.

PMID: 29711866
DOI: 10.1002/(SICI)1521-3773(19990401)38:7<956::AID-ANIE956>3.0.CO;2-K

Abstract

The next higher homologue of hexamethylenetetramine was synthesized as the proton cryptate H⁺ @1⋅Br^- (shown schematically), and its X-ray structure determined. The proton trapped by the lone pairs accumulated at the center of the T-symmetric tetraaza cage could not be exchanged or removed, even after heating for three days in 3 M NaOD.

Keywords: Cage compounds; Cryptates; Nitrogen heterocycles.