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Dissected Nucleus-Independent Chemical Shift Analysis of π-Aromaticity and Antiaromaticity

Organic Letters · 2001 · Vol. 3(16) · pp. 2465–2468
Paul von Ragué SchleyerMariappan ManoharanZhixiang WangBoggavarapu KiranHaijun JiaoRalph PuchtaNicolaas J. R. van Eikema Hommes

Abstract

Analysis of the basic π-aromatic (benzene) and antiaromatic (cyclobutadiene) systems by dissected nucleus-independent chemical shifts (NICS) shows the contrasting diatropic and paratropic effects, but also reveals subtleties and unexpected details.

Synthesis and Properties of Aromatic CompoundsAdvanced NMR Techniques and ApplicationsAxial and Atropisomeric Chirality SynthesisAntiaromaticityCyclobutadieneAromaticityChemistryNucleusChemical shiftBenzeneComputational chemistryMoleculeOrganic chemistry
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References
Nucleus-Independent Chemical Shifts:  A Simple and Efficient Aromaticity Probe
Journal of the American Chemical Society · 1996 · 6,088 citations
What is aromaticity?
Pure and Applied Chemistry · 1996 · 954 citations
Density-functional thermochemistry. III. The role of exact exchange
The Journal of Chemical Physics · 1993 · 101,526 citations
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