A. Choudhary, K. Kamer, R. Raines
Oct 7, 2011
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0
Influential Citations
60
Citations
Journal
The Journal of organic chemistry
Abstract
Stereoelectronic effects modulate molecular structure, reactivity, and conformation. We find that the interaction between the ester and carboxyl moieties of aspirin has a previously unappreciated quantum mechanical character that arises from the delocalization of an electron pair (n) of a donor group into the antibonding orbital (π*) of an acceptor group. This interaction affects the physicochemical attributes of aspirin and could have implications for its pharmacology.