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.
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Miyahara et al. (1999) studied this question.
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