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Frontispiece: Synergistic Configuration of Diols as Brønsted Bases
Author(s) -
Kim YeJin,
Rakshit Surajit,
Jin Geun Young,
Ghosh Prasun,
Lee Young Min,
Park WonWoo,
Kim Yung Sam,
Kwon OhHoon
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201786863
Subject(s) - intramolecular force , reactivity (psychology) , brønsted–lowry acid–base theory , chemistry , hydrogen bond , diol , sulfuric acid , molecule , base (topology) , catalysis , stereochemistry , organic chemistry , medicinal chemistry , medicine , mathematical analysis , alternative medicine , mathematics , pathology
A single diol molecule posing a well‐configured intramolecular hydrogen (H) bond between the internal two hydroxyl groups is revealed to serve as a Brønsted base for a model photoacid as strong as sulfuric acid. By means of spectroscopy and computation, our observation offers mechanistic insight at the molecular level into the understanding of diols as precursors for the synthesis of cyclic ethers via acid‐catalysed dehydration, for which the collectiveness of H‐bond networks is essential in enhancing reactivity. For more details, see the Y. S. Kim, O.‐H. Kwon et al. on page 17179 ff.