Author： Akiba Kin-ya Matsukawa Shiro Adachi Takahiro Yamamoto Yohsuke Re Suyong Nagase Shigeru
Publisher： Taylor & Francis Ltd
ISSN： 1042-6507
Source： Phosphorus, Sulfur, and Silicon and the Related Elements, Vol.177, Iss.6-7, 2002-06, pp. : 1671-1675
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Abstract
Effect of σ*P--O orbital of C-apical O-equatorial (O-cis) spirophosphorane was investigated both experimentally and theoretically. O-cis phosphoranes revealed to be much more electrophilic on the phosphorus atom than O-trans isomers by experimental studies. Theoretically, the energy of the σ*P--O orbital of O-cis phosphorane was calculated to be lower than that of the σ*P--C orbital of O-trans phosphorane by 18.7 kcal/mol, and the result supports the enhanced electrophilicity of O-cis spirophosphoranes compared with O-trans isomer.
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