The molecular and crystal structure of endo-2-methyl-7-hydroxy-7-oxo-N-phenyl-7-phosphabicyclo-[2.2.1] hept-2-ene-5,6-dicarboximide |
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Authors: | M. W. Wieczorek G. D. Bujacz R. Bodalski Louis D. Quin |
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Affiliation: | (1) Institute of Technical Biochemistry, Technical University of ód, Stefanowskiego 4/10, 90-924 ód, Poland;(2) Institute of Organic Chemistry, Technical University of ód, Zwirki 36, 90-924 ód, Poland;(3) Department of Chemistry, University of Massachusetts, 01003 Amherst, Massachusetts |
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Abstract: | The structure of the title compound1 has been determined by X-ray crystallography analysis. The following crystal data were found: orthorhombic,Pca2l,a=9.60691),b=16.356(1),c=8.686(1) . Both the phospholane and phospholene rings involved in the 7-phosphabicyclo-[2.2.1] hept-2-ene system have almost regular envelope conformations, and the cyclohexene ring has a significantly deformed boat conformation. The low value of the C–P–C angle, 84.2(2)°, reflects the steric strain around the phosphorus bridge and may be responsible for the reactivity of esters and amides derived from1 in the O-insertion reaction with m-chloro-perbenzoic acid. The dihedral angle between the plane of the benzene and succinimide rings is 82.4(2)°. |
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Keywords: | Structure C15H14NO4P Baeyer-Villiger reaction |
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