Synthesis and Crystal Structure of Chiral (1R,5R)-3-Arylidenopinones

Three (1R,5R)-(-)3-arylideneopinones (2a, 2b and 2c) were first synthesized and characterized by IR, MS, NMR, elemental analysis and single-crystal X-ray diffraction method. The structure indicates that the compound 2a belongs to orthorhombic, space group P2(1)2(1)2(1) with a = 1.0378 (5) nm, b = 1.1156 (6) nm, c = 1.2775 (7) nm, beta = 90 degrees. V = 1.4791 (13) nm(3), Z = 4, rho = 1.223 g cm(-3), mu = 0.083 mm(-1), F (000) = 584 and final R-1 = 0.0327, wR2 = 0.0876. The compound 2b belongs to trigonal, space group P3(2) with a = 0.93024(12) nm, b = 0.93024(12) nm, c = 1.3215(4) nm, beta = 90.0 degrees. V = 0.9903(3) nm(3), Z = 3, rho = 1.219 g cm(-3), mu = 0.079 mm(-1), F(000) = 390 and final R-1 = 0.0350, wR2 = 0.0912. The compound 2c belongs to monoclinic, space group P2(1) with a = 1.20252 (15) nm, b = 0.99228(12) nm, c = 2.3905(3) nm, beta = 92.769(2)degrees. V = 2.8491(6) nm(3), Z = 8, rho = 1.216 g cm(-3), mu = 0.254 mm(-1), F(000) = 1104 and final R-1 = 0.0440, wR2 = 0.1069.