Experimental and theoretical studies on the conjugation of the phosphorus-carbon double bond with a cyclopropyl group |
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Authors: | Kimura Shigeo Ito Shigekazu Yoshifuji Masaaki Veszprémi Tamás |
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Institution: | Department of Chemistry, Graduate School of Science, Tohoku University, Aoba, Sendai 980-8578, Japan. |
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Abstract: | X-ray structural analysis for (Z)-2-cyclopropyl-1-(2,4,6-tri-tert-butylphenyl)-1-phosphaethene (2) was performed to confirm that the cyclopropyl group largely interacts with the Pdouble bond]C group compared with its carbon analogue, vinylcyclopropane (1). Absorption spectrum and redox properties of 2 were also studied to prove the conjugation. Theoretical investigation for nonsubstituted derivatives (4) indicated conjugative interaction between the Pdouble bond]C and cyclopropyl groups and revealed the physicochemical similarities between the P=C and Cdouble bond]C. |
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