Premium
Dynamic Interconversion between Boroxine Cages Based on Pyridine Ligation
Author(s) -
Ono Kosuke,
Shimo Shunsuke,
Takahashi Kohei,
Yasuda Nobuhiro,
Uekusa Hidehiro,
Iwasawa Nobuharu
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201713221
Subject(s) - pyridine , chemistry , adduct , covalent bond , boron , dynamic covalent chemistry , molecule , crystallography , organic chemistry , supramolecular chemistry
Dynamic interconversion between large covalent organic cages was achieved simply by heating or acid/base treatment. A mixture of the boroxine cages 12‐mer and 15‐mer was cleanly converted into a pyridine adduct of the 9‐mer boroxine cage upon treatment with pyridine, and the geometry of N‐coordinated boron atoms changed from trigonal to tetrahedral. The reverse reaction was achieved by heating or acid treatment. In this process, the larger boroxine cages 12‐mer and 15‐mer were found to be entropically favored owing to the release of free pyridine molecules from 9‐mer ⋅6 Py.