The ³J_CCNP Coupling Constants of Pentacoordinate Spirophosphorane Derivatives: As a Method to Assign Relative Configuration

Shuxia CaoCollege of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, Henan Province, P. R. ChinaCorrespondence[email protected]

Zhongfei ZhouCollege of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, Henan Province, P. R. China

Wang DaiCollege of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, Henan Province, P. R. China

Pei ZhaoCollege of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, Henan Province, P. R. China

Yanchun GuoCollege of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, Henan Province, P. R. China

Yufen ZhaoCollege of Chemistry and Molecular Engineering, The Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, Zhengzhou University, Zhengzhou, Henan Province, P. R. China;Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, P. R. China

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Abstract

The phosphorus-carbon coupling constant ³J_CCNP was found to be sensitive to the relative configuration of pentacoordinate spirophosphorane diastereoisomers, while the ²J_CNP value remained almost unchanged. The ³J_CCNP value of the spirophosphorane with Λ_P configuration at phosphorus was obviously larger than that with Δ_P configuration. The rule, ³J_CCNP (Λ_P) > ³J_CCNP (Δ_P), for pentacoordinate spirophosphorane diastereoisomers was used to assign the configurations of new alkoxy spirophosphorane derivatives, and satisfactory results were achieved. The results showed that the coupling constant ³J_CCNP might be used as a reliable probe for the configuration of pentacoordinate spirophosphorane derivatives.

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The ³J_CCNP Coupling Constants of Pentacoordinate Spirophosphorane Derivatives: As a Method to Assign Relative Configuration

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The ³J_CCNP Coupling Constants of Pentacoordinate Spirophosphorane Derivatives: As a Method to Assign Relative Configuration