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X-ray diffraction and VT-NMR studies of (E)-3-(piperidinyl)-1-(2 '-hydroxyphenyl)-prop-2-en-1-one

Title
X-ray diffraction and VT-NMR studies of (E)-3-(piperidinyl)-1-(2 '-hydroxyphenyl)-prop-2-en-1-one
Authors
Choi, S[Choi, Seunghyun]Kim, Y[Kim, YunHye]Park, BB[Park, Bernie Byeonghoon]Park, S[Park, Suzie]Park, J[Park, Jonghyun]Ok, K[Ok, Kiwon]Koo, J[Koo, JaeHyung]Jung, YW[Jung, Yong Woo]Jeon, YH[Jeon, Young Ho]Lee, EH[Lee, Eun Hee]Lee, KS[Lee, Ken S.]Byun, Y[Byun, Youngjoo]
DGIST Authors
Koo, J[Koo, JaeHyung]
Issue Date
2014-11-05
Citation
Journal of Molecular Structure, 1076, 600-605
Type
Article
Article Type
Article
Keywords
EnaminonesFlexible RotationVT-NMRX-Ray DiffractionX Ray Diffraction
ISSN
0022-2860
Abstract
A series of 1-aryl-3-(cyclicamino)-prop-2-en-1-one analogs was synthesized from commercial acetophenones in 2 or 3 steps. Compound 6, (E)-3-(piperidinyl)-1-(2′-hydroxyphenyl)-prop-2-en-1-one, exhibited the unique shape and intensity of the Csp2NCH2peaks in the 1H and 13C NMR spectra. Variable temperature (VT) nuclear magnetic resonance (NMR) and X-ray diffraction (XRD) studies of 6 revealed that the piperidine ring has a lower energy barrier to rotation than the 5-membered pyrrolidine 9 due to the less effective π electron delocalization along the Csp2N bond. © 2014 Elsevier B.V. All rights reserved.
URI
http://hdl.handle.net/20.500.11750/2370
DOI
10.1016/j.molstruc.2014.08.016
Publisher
Elsevier B.V.
Related Researcher
  • Author Koo, Jae Hyung The Koo Lab - ChemoReception Laboratory(CRLab)
  • Research Interests
Files:
There are no files associated with this item.
Collection:
New BiologyETC1. Journal Articles


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