O-17 AND H-1-N-15 HETERONUCLEAR MULTIPLE-QUANTUM COHERENCE (H-1-N-15 HMQC) NMR OF LINEAR AMIDES - EVIDENCE OF AN OUT-OF-PLANE (TORSION ANGLE) DEFORMATION OF THE AMIDE BOND AND PYRAMIDICITY AT THE AMIDE NITROGEN

Authors
GEROTHANASSIS IP TROGANIS A VAKKA C
Citation
Ip. Gerothanassis et al., O-17 AND H-1-N-15 HETERONUCLEAR MULTIPLE-QUANTUM COHERENCE (H-1-N-15 HMQC) NMR OF LINEAR AMIDES - EVIDENCE OF AN OUT-OF-PLANE (TORSION ANGLE) DEFORMATION OF THE AMIDE BOND AND PYRAMIDICITY AT THE AMIDE NITROGEN, Tetrahedron, 51(34), 1995, pp. 9493-9500
Citations number
40
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
51
Issue
34
Year of publication
1995
Pages
9493 - 9500
Database
ISI
SICI code
0040-4020(1995)51:34<9493:OAHHMC>2.0.ZU;2-D
Abstract
O-17 and H-1-N-15 heteronuclear multiple quantum coherence NMR studies of linear amides demonstrate the ready occurence of an out-of-plane ( torsion angle) deformation of the amide bond and pyramidicity at the a mide nitrogen for the sterically hindered trans-isomer of N-tert-butyl formamide. Solvent accessibility, steric hindrance and, thus, torsion angle deformation is shown to be strongly solvent dependent.