Citation: Nan Jing ZHANG, Xin CHEN, Yu Fen ZHAO. Kinetic Studies on Reactions of Monocyclic Oxyphosphoranes with Ethylene Glycol[J]. Chinese Chemical Letters, ;1997, 8(2): 149-152. shu

Kinetic Studies on Reactions of Monocyclic Oxyphosphoranes with Ethylene Glycol

Bioorganic Phosphorus Chemistry Laboratory, Department of ChemistryTsinghua University, Beijing 100084

Received Date: 8 November 1996

Fund Project: The authors would like to thank the financial support from the National Natural Science Foundation of China and the State Key Laboratory of Bioorganic and Natural Products Chemistry of Shanghai Institute of Organic Chemistry.

The reaction of monocyclic oxyphosphorane compounds 1a,1b,1c with ethylene glycol in pyridine was studied by ³¹P NMR.The results show that compound 1a with an unsaturated five-membered ring reacts faster than compound 1b with a saturated ring attached by two trans p-nitro phenyl groups,which in turn reacts greatly faster than the cis-compound 1c.To interpret the mechanism,a hexacoordinate intermediate whose five-membered ring occupied the e-,e- position was proposed.
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