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Importance of open structure of nonmetal based catalyst in hydrogen bond promoted methanolysis of activated amide: structure dynamics between monomer and dimer enabling recombinant covalent, dative, and hydrogen bonds.

We disclosed structural dynamics hidden behind a series of aminoorganoboron (AOB) compounds that involved a recombinant of covalent, dative, and hydrogen bonds. A combination process occurred via reorganizing elements and bonds between the two major structures (open and closed), which were chemically switchable through precise adjustment of either acidic or basic conditions. The structural dynamics favoring an open structure seem to be more important for catalysis, as represented by methanolysis of activated amides.