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
- Author(s)
- Choi, Seunghyun ; Kim, YunHye ; Park, Bernie Byeonghoon ; Park, Suzie ; Park, Jonghyun ; Ok, Kiwon ; Koo, JaeHyung ; Jung, Yong Woo ; Jeon, Young Ho ; Lee, Eun Hee ; Lee, Ken S. ; Byun, Youngjoo
- Issued Date
- 2014-11-05
- Citation
- Journal of Molecular Structure, v.1076, pp.600 - 605
- Type
- Article
- Author Keywords
- Enaminones ; X-ray diffraction ; VT-NMR ; Flexible rotation
- Keywords
- ENAMINONES ; BENZOYLACETONE ; CONDENSATION ; TAUTOMERISM ; DERIVATIVES ; PRODUCTS
- 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.
- Publisher
- Elsevier B.V.
- Related Researcher
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Koo, JaeHyung
- Research Interests 장내미생물/감염균 유래 대사체를 통한 신경염증; 알츠하이머병; 우울증; 당뇨/비만; 대사체/수용체 상호작용에 의한 대사연구
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- Appears in Collections:
- Department of New Biology Brain-Immune Axis Laboratory 1. Journal Articles
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