Journalartikel

Inverted Carbon Geometries: Challenges to Experiment and Theory


AutorenlisteBremer, M; Untenecker, H; Gunchenko, PA; Fokin, AA; Schreiner, PR

Jahr der Veröffentlichung2015

Seiten6520-6524

ZeitschriftThe Journal of Organic Chemistry

Bandnummer80

Heftnummer12

ISSN0022-3263

DOI Linkhttps://doi.org/10.1021/acs.joc.5b00845

VerlagAmerican Chemical Society


Abstract

Disproving a long C–C-bond textbook example: The reported 1.643 Å C–C
bond in 5-cyano-1,3-dehydroadamantane was redetermined and “only”
amounts to 1.584 Å. While this value is well reproduced with ab initio
methods, some common DFT approaches perform poorly and are only
consistent with CCSD(T)/cc-pVTZ optimizations for noninverted carbons.
Large deviations from experiment were also found for other molecules
with atypical electron density distributions, e.g., cubane,
bicyclo[2.2.0]hexane, and bicyclo[2.1.0]- and bicyclo[1.1.1]pentane,
thereby presenting challenging structures for some DFT implementations.




Zitierstile

Harvard-ZitierstilBremer, M., Untenecker, H., Gunchenko, P., Fokin, A. and Schreiner, P. (2015) Inverted Carbon Geometries: Challenges to Experiment and Theory, The Journal of Organic Chemistry, 80(12), pp. 6520-6524. https://doi.org/10.1021/acs.joc.5b00845

APA-ZitierstilBremer, M., Untenecker, H., Gunchenko, P., Fokin, A., & Schreiner, P. (2015). Inverted Carbon Geometries: Challenges to Experiment and Theory. The Journal of Organic Chemistry. 80(12), 6520-6524. https://doi.org/10.1021/acs.joc.5b00845



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