[期刊论文]

出版年：2012

1,5-Dimethyl-2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9-one 1 and their derivatives 2-8 were obtained by condensation of 2,6-dimethyl cyclohexanone, Ammonium acetate and substituted aromatic aldehydes and characterized by FT-IR, FT-Raman, ^1H NMR, ^1^3C NMR, GC-MS, HOMOCOSY, HSQC, NOESY, single crystal X-ray diffraction analysis and theoretical DFT calculation. Compound 1 crystallized in the Triclinic system, space group P-1 with a=6.8950(5)@?, b=11.5889(9)@?, c=11.9172(9)@?, @a=76.277(4)^o, @b=78.000(3)^o, @c=72.920(4)^o, V=874.41(12)@?^3 and Z=2. 1,5-Dimethyl-2,4-diphenyl-3-azabicyclo[3.3.1]nonan-9-one 1 and their derivatives 2-8 were exist in boat-chair conformation with equatorial orientation of all the substituents at piperidine ring (two phenyl rings at C-2 and C-4 position, two methyl substituents at C-1 and C-5 position) of compound 1. In the crystal structure of compound 1, the molecules are connected by N?H...O?C intermolecular hydrogen bonds. The existence of boat-chair conformation was confirmed by single crystal X-ray diffraction analysis and theoretical DFT calculation.

2,4-Diphenyl-3-azabicyclononan-9-one ; ^1H-^1H COSY ; HSQC ; NOESY ; Conformational study ; Crystal structure