NDLI: Conformational dynamics of bis(BF2)-2,2'-bidipyrrins revealed by through-space 13C-19F and 19F-19F couplings.

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Conformational dynamics of bis(BF2)-2,2'-bidipyrrins revealed by through-space 13C-19F and 19F-19F couplings.

Content Provider	World Health Organization (WHO)-Global Index Medicus
Author	Xie, X. Yuan, Y. Krüger, R. Bröring, M.
Description	Country affiliation: Germany Author Affiliation: Xie X ( Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein-Strasse, D-35032 Marburg, Germany. xie@staff.uni-marburg.de)
Abstract	The conformation of [bis-(N,N'-difluoroboryl)]-3,3'-diethyl-4,4',8,8',9,9',10,10'-octamethyl-2,2'-bidipyrrin (1) in solution was studied by analyzing the 13C-19F and 19F-19F through-space spin-spin couplings. The 1H and 13C NMR spectra were assigned on the basis of nuclear Overhauser effect spectroscopy (NOESY), heteronuclear single-quantum correlation (HSQC), and heteronuclear multiple-bond correlation (HMBC) experiments. The 19F spectrum of 1 was compared with that of 2-ethyl-1,3,5,6,7-pentamethyl-4,4-difluoro-4-bor-3a,4a-diaza-s-indacen (2). The 19F-19F through-space spin--spin coupling in 1 was thus assigned and the coupling constant was obtained by simulating the coupling patterns. The obtained conformation of 1 was compared with those of the known complexes [bis-(N,N'-difluoroboryl)]-3,3',8,8',9,9'-hexaethyl-4,4',10,10'-tetramethyl-6,6'-(4-methylphenyl)-2,2'-bidipyrrin (3)and [bis-(N,N'-difluoroboryl)]-9,9'-diethyl-4,4',8,8',10,10'-hexamethyl-3,3'-bis(methoxycarbonylethyl)-2,2'-bidipyrrin (4). The conformational dynamics of 1, 3, and 4 was surveyed by observing the temperature dependence of the through-space coupling constants between 253 and 333 K. The 13C-19F and 19F-19F through-space spin-spin couplings thus confirm similar conformations of different BisBODIPYs in solution in contrast to earlier findings in the solid state.
File Format	HTM / HTML
ISSN	07491581
Issue Number	12
Volume Number	47
e-ISSN	1097458X
Journal	Magnetic Resonance in Chemistry
Language	English
Publisher	Wiley Heyden
Publisher Date	2009-12-01
Publisher Place	Great Britain (UK)
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Discipline Chemistry Boron Compounds Chemistry Thermodynamics Carbon Isotopes Fluorine Magnetic Resonance Spectroscopy Molecular Conformation Reference Standards Temperature Journal Article Research Support, Non-u.s. Gov't
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Science

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