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Frontispiece: Gaining Insight Into Reactivity Differences Between Malonic Acid Half Thioesters (MAHT) and Malonic Acid Half Oxyesters (MAHO)
Author(s) -
Bew Sean P.,
Stephenson G. Richard,
Rouden Jacques,
Godemert Jeremy,
Seylani Haseena,
MartinezLozano Luis A.
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.201781963
Subject(s) - malonic acid , reactivity (psychology) , chemistry , significant difference , deuterium , hydrogen–deuterium exchange , medicinal chemistry , organic chemistry , mathematics , medicine , alternative medicine , pathology , statistics , physics , quantum mechanics , hydrogen
The reactivity differences between two seemingly very similar classes of compound has been investigated by means of experimental and theoretical approaches. In recent years the interest in the chemistry of malonic acid half thioesters (MAHTs) and malonic acid half oxyesters (MAHOs) has undergone significant growth. Here we report on the synthesis and reactivity of MAHTs and MAHOs using a proton–deuterium exchange process. A subsequent computational study established that the reactivity difference between the MAHTs and MOHOs is associated with stereoelectronic effects. For more information, see the Full Paper by S. P. Bew, G. R. Stephenson et al. on page 4557 ff.