Vibrational Circular Dichroism Study of Optically Pure Cryptophane-A.
Vibrational circular dichroism (VCD) measurements and density functional theory (DFT) calculations were used to obtain the absolute configuration of optically pure cryptophane-A molecule. This large molecule (120 atoms) that possess a globular shape, but no chiral centers, exceeds the molecular size...
| Publicado en: | Journal of the American Chemical Society Vol. 128; no. 16; pp. 5533 - 5541 |
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| Autores principales: | , , , |
| Formato: | Artículo |
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American Chemical Society
4/26/2006
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| Acceso en línea: | Ver este registro en EBSCOhost |
| fields | @attributes: recordID: 1 pdfLink: plink: https://search.ebscohost.com/login.aspx?direct=true&db=hlh&AN=20842459&site=ehost-live header: @attributes: shortDbName: hlh uiTerm: 20842459 longDbName: Humanities International Complete uiTag: AN controlInfo: bkinfo: jinfo: jid: 00027863 ACS jtl: Journal of the American Chemical Society issn: 00027863 maglogo: N pubinfo: dt: 4/26/2006 vid: 128 iid: 16 pid: 997 pub: American Chemical Society artinfo: ui: 20842459 10.1021/ja0603148 ppf: 5533 ppct: 8 formats: tig: atl: Vibrational Circular Dichroism Study of Optically Pure Cryptophane-A. aug: au: Brotin, Thierry Cavagnat, Dominique Dutasta, Jean-Pierre Buffeteau, Thierry affil: Laboratoire c/c Physico-Chimie Moléculaire (UMR 5803-cNRS), Université Bordeaux I, 351 Cours de Ia Libé ration, 33405 Talence, France Laboratoire de Chimie de l`ENS-LYON (UMR 5182-GNRS), Ecole Normale Supérieure de Lyon, 46 Allée d'Italie, 69364 Lyon 07, France su: Vibrational circular dichroism Density functionals Spectrum analysis Molecular shapes Research sug: subj: Vibrational circular dichroism Density functionals Spectrum analysis Molecular shapes Research ab: Vibrational circular dichroism (VCD) measurements and density functional theory (DFT) calculations were used to obtain the absolute configuration of optically pure cryptophane-A molecule. This large molecule (120 atoms) that possess a globular shape, but no chiral centers, exceeds the molecular size of published structures for which VCD has been used to determine the absolute configuration. VCD spectra recorded in CDCl solution for the two resolved enantiomers are near mirror images, and very good agreement between the observed IR and VCD spectra and intensity calculations performed at the DFT (B3PW91/6-31G*) level establish, besides the absolute configuration, the preferential anti conformation of the aliphatic linkers of the chloroform-cryptophane-A complex. Experiments performed in CDCI and CDCl solutions show no significant modifications in the IR and VCD spectra, indicating that the conformation of the aliphatic linkers is similar for empty (CDCl solution) and encaged (CDCl and CD-Cl solutions) cryptophane-A molecules. pubtype: Academic Journal doctype: Article src: R language: English refInfo: copyright: @attributes: flag: Y dt: @attributes: year: 2006 holdings: @attributes: islocal: N |
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