First kinetic evidence for the CH/π and π/π solute–solvent interaction of C60 in the Diels–Alder reaction with cyclohexadiene

Takumi Oshima; Tsubasa Mikie; Naohiko Ikuma; Hajime Yakuma

doi:10.1039/C2OB06748J

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First kinetic evidence for the CH/π and π/π solute–solvent interaction of C₆₀ in the Diels–Alder reaction with cyclohexadiene†

Takumi Oshima,*^a Tsubasa Mikie,^a Naohiko Ikuma^a and Hajime Yakuma^a

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* Corresponding authors

^a Graduate School of Engineering, Osaka University, Suita, Osaka, Japan
E-mail: oshima@chem.eng.osaka-u.ac.jp
Fax: +81 6 6879 4593
Tel: +81 6 6879 4591

Abstract

The first CH/π solute–solvent interaction of C₆₀ was evidenced by the kinetic solvent effects in the Diels–Alder reaction with 1,3-cyclohexadiene based on the evaluation of linear free energy relationship of log k₂ with empirical solvent polarity and basicity parameters, E_T(30) and D_π, respectively.

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Article information

DOI: https://doi.org/10.1039/C2OB06748J
Article type: Communication
Submitted: 18 Oct 2011
Accepted: 24 Nov 2011
First published: 30 Nov 2011

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Org. Biomol. Chem., 2012,10, 1730-1734

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First kinetic evidence for the CH/π and π/π solute–solvent interaction of C₆₀ in the Diels–Alder reaction with cyclohexadiene

T. Oshima, T. Mikie, N. Ikuma and H. Yakuma, Org. Biomol. Chem., 2012, 10, 1730 DOI: 10.1039/C2OB06748J

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Organic & Biomolecular Chemistry