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“Cation‐π Interactions” Detected by Mass Spectrometry; Selective Recognition of Alkali Metal Cations by a π‐Basic Molecular Cavity
Author(s) -
Inokuchi Fumiaki,
Miyahara Yuji,
Inazu Takahiko,
Shinkai Seiji
Publication year - 1995
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199513641
Subject(s) - alkali metal , chemistry , mass spectrometry , ion , phase (matter) , mass spectrum , inorganic chemistry , molecular recognition , gas phase , analytical chemistry (journal) , chemical physics , computational chemistry , molecule , chromatography , organic chemistry
A large, soft Cs + ion nests in the cavity of [1.1.1]‐paracyclophane ( 1 ), giving rise to a stable [ 1 · Cs] + complex (space‐filling model on the right), which can be detected in the gas phase by mass spectrometry. Crucial to the formation of this complex is the interaction of the Cs + ion with all four arene rings. The somewhat smaller Rb + ion also forms a stable complex with 1 , but Li + , Na + , and K + are too small to interact effectively with the cavity of 1 .