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Synthesis and Molecular Structure of (E)-1- (Morpholino)-2-(thiomethyl)-2-phenylvinylphosphonate
作者姓名:张猛  邹建平  曾润生  张勇
作者单位:ZHANG Menga,b ZOU Jian-Pinga② ZENG Run-Shenga ZHANG Yongaa(Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry and Chemical Engineering,Suzhou University,Jiangsu 215006,China)b (Department of Chemistry,Jiaozuo Teacher College,Jiaozuo,Henan 454152,China)
基金项目:The project was supported by the Key Laboratory of Organic Synthesis of Jiangsu Province (JSK016)
摘    要:1 INTRODUCTION Phosphorus-containing vinyl compounds havebeen widely studied due to their versatile physiolo-gical activities and applications in transition metalchemistry, asymmetric catalysis and photorearrange-ment1~4]. In our previous papers, we have reportedthe syntheses of 2,2,4,5-tetrasubstituted-1,3-dithio-les5] and 2,5-bis(morpholino)-3,4-bis-(p-chloro-phe-nyl)thiophenes6] by the reactions of α-thioaroyl-thiofor-mamide with trimethyl phosphite at room tempera-ture and in refl…


Synthesis and Molecular Structure of (E)-1-(Morpholino)-2-(thiomethyl)-2-phenylvinylphosphonate
Abstract:The title compound 2 (C15H22NO4PS, Mr = 343.38) was prepared by the reaction of α-benzoylthioformmorpholine 1 with trimethyl phosphite. The crystal is of monoclinic, space group P21/c with a = 14.906(2), b = 8.4711(12), c = 13.343(2) (A), β= 96.761(4)°, Z= 4, V=1673.1(5) (A)3, Dc = 1.363 g/cm3,μ(MoKα) = 3.06 cm-1, F(000) = 728, the final R = 0.0590 and wR = 0.1740 for 3036 observed reflections (I > 2σ(I)). X-ray analysis revealed that the interatomic distance of C(5)-C(6) is 1.353(4) (A), indicating it is a normal C=C double bond. The P(1) atom takes a distorted tetrahedral geometry, and the morpholine ring adopts a chair conformation. The morpholino group is located at the 1-position of vinylphosphonate, and the phenyl and thiomethyl groups at the 2-position.
Keywords:E)-1-(morpholino)-2-(thiomethyl)-2-phenyl vinylphosphonate      synthesis  crystal structure
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