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Are the Most Stable Fused Heterobicycles the Most Aromatic?
Author(s) -
Subramanian Govindan,
von Ragué Schleyer Paul,
Jiao Haijun
Publication year - 1996
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199626381
Subject(s) - pentalene , chemical shift , heteroatom , aromaticity , chemistry , anisotropy , computational chemistry , nucleus , antiaromaticity , nuclear magnetic resonance , stereochemistry , physics , organic chemistry , ring (chemistry) , molecule , quantum mechanics , psychology , neuroscience
The authors' answer to the question in the title is: No , the most stable positional isomers of the isoelectronic heteroatom analogues ( 1 and 2 ) of the pentalene dianion are not the most aromatic. Their arguments are based on the geometric and magnetic criteria (computed magnetic susceptibilities and anisotropies, 1 H NMR chemical shifts and nucleus‐independent chemical shifts).