Inter- and intramolecular CF···C=O interactions on aliphatic and cyclohexane carbonyl derivatives

Cormanich, Rodrigo Antonio; Rittner, Roberto; O'Hagan, David; Buehl, Michael

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dc.contributor.author	Cormanich, Rodrigo Antonio
dc.contributor.author	Rittner, Roberto
dc.contributor.author	O'Hagan, David
dc.contributor.author	Buehl, Michael
dc.date.accessioned	2016-04-22T23:32:34Z
dc.date.available	2016-04-22T23:32:34Z
dc.date.issued	2015
dc.identifier.citation	Cormanich , R A , Rittner , R , O'Hagan , D & Buehl , M 2015 , ' Inter- and intramolecular CF···C=O interactions on aliphatic and cyclohexane carbonyl derivatives ' , Journal of Computational Chemistry , vol. In press . https://doi.org/10.1002/jcc.23918	en
dc.identifier.issn	1096-987X
dc.identifier.other	PURE: 177137268
dc.identifier.other	PURE UUID: 021328c0-0c9a-4a57-a797-6d890f75d6d5
dc.identifier.other	Scopus: 85027926642
dc.identifier.other	ORCID: /0000-0002-1095-7143/work/48131835
dc.identifier.other	ORCID: /0000-0002-0510-5552/work/68281287
dc.identifier.other	WOS: 000367383400004
dc.identifier.uri	https://hdl.handle.net/10023/8669
dc.description	The authors thank EaStCHEM and the University of St Andrews for access to a computing facility managed by Dr H. Fruchtl., CNPq, and FAPESP for the studentship (to R.A.C. #2011/01170-1, FAPESP) and for financial support (#2014/25903-6), as well as CNPq for the fellowship (R.R.).	en
dc.description.abstract	The assessment of weak inter- and intra- molecular Cδ+Fδ-...Cδ+=Oδ- interactions were theoretically evaluated in 4 different sets of compounds at different theoretical levels. Intermolecular CH3F...C=O interactions were stabilizing by ca. 1 kcal mol-1 for various carbonyl containing functional groups. Intramolecular CF...C=O interactions were also detected in aliphatic and fluorinated cyclohexane carbonyl derivatives. However, the stabilisation provided by intramolecular CF...C=O interactions was not enough to govern the conformational preferences of compounds 2-4.
dc.language.iso	eng
dc.relation.ispartof	Journal of Computational Chemistry	en
dc.rights	© 2015 Wiley Periodicals, Inc.This is the accepted version of the following article: R. A. Cormanich, R. Rittner, D. O'Hagan, M. Bühl. J. Comput. Chem. 2015, which has been published in final form at http://dx.doi.org/10.1002/jcc.23918.	en
dc.subject	Organofluorine compounds	en
dc.subject	Stereoelectronic effects	en
dc.subject	CF···C=O interactions	en
dc.subject	QD Chemistry	en
dc.subject	NDAS	en
dc.subject.lcc	QD	en
dc.title	Inter- and intramolecular CF···C=O interactions on aliphatic and cyclohexane carbonyl derivatives	en
dc.type	Journal article	en
dc.contributor.sponsor	EPSRC	en
dc.contributor.sponsor	EPSRC	en
dc.description.version	Postprint	en
dc.contributor.institution	University of St Andrews. School of Chemistry	en
dc.contributor.institution	University of St Andrews. EaSTCHEM	en
dc.contributor.institution	University of St Andrews. Biomedical Sciences Research Complex	en
dc.identifier.doi	https://doi.org/10.1002/jcc.23918
dc.description.status	Peer reviewed	en
dc.date.embargoedUntil	2016-04-23
dc.identifier.grantnumber	EP/H022651/1	en
dc.identifier.grantnumber	EP/L017911/1	en

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