Author/Authors :
Choi، نويسنده , , Seunghyun and Kim، نويسنده , , YunHye and Park، نويسنده , , Bernie Byeonghoon and Park، نويسنده , , Suzie and Park، نويسنده , , Jonghyun and Ok، نويسنده , , Kiwon and Koo، نويسنده , , JaeHyung and Jung، نويسنده , , Yong Woo and Jeon، نويسنده , , Young Ho and Lee، نويسنده , , Eun Hee and Lee، نويسنده , , Ken S. and Byun، نويسنده , , Youngjoo، نويسنده ,
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 Csp2NCH2 peaks 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.
Keywords :
Enaminones , VT-NMR , Flexible rotation , X-ray diffraction
