Photo-induced ring-expansion reactions mediated by B12-TiO2 hybrid catalyst

Shin-ichiro Izumi; Hisashi Shimakoshi; Masaaki Abe; Yoshio Hisaeda

doi:10.1039/B921802E

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Photo-induced ring-expansion reactions mediated by B₁₂-TiO₂ hybrid catalyst†

Shin-ichiro Izumi,^a Hisashi Shimakoshi,^a Masaaki Abe^a and Yoshio Hisaeda*^a

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* Corresponding authors

^a Department of Chemistry and Biochemistry, Graduate School of Engineering, Kyushu University, Motooka, Fukuoka, Japan
E-mail: yhisatcm@mail.cstm.kyushu-u.ac.jp
Fax: +81 (092)802-2827
Tel: +81(092)802-2826

Abstract

Vitamin B₁₂-TiO₂ heterogeneous hybrid catalyst (B₁₂-TiO₂) mediated ring-expansion reactions and their reaction mechanism were clarified by various spectroscopic methods. Diffuse reflectance UV/VIS (DR-UV/VIS) studies showed that B₁₂-TiO₂ was activated to form the supernucleophilic Co(I) species of B₁₂ by irradiation with ultraviolet light. DR-UV/VIS and electron spin resonance (ESR) studies then elucidated the formation of the photo-sensitive intermediate on heterogeneous surfaces. The photo-excited B₁₂-TiO₂ catalyzed ring-expansion reactions were efficient and eco-friendly. This catalytic efficiency was strongly dependent on the kind of solvent. The oxidation reaction of the solvent by holes at TiO₂ nanoparticle surfaces had a crucial role in the overall catalytic reaction.

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Supplementary files

MALDI TOF mass spectrum (Fig. S1) and FT-IR spectrum (Fig. S2) of B₁₂-TiO₂. The kinetics discussion about solvent effect on catalysis (Figs. S3 and S4, Table S1) PDF (493K)

Article information

DOI: https://doi.org/10.1039/B921802E
Article type: Paper
Submitted: 20 Oct 2009
Accepted: 14 Jan 2010
First published: 09 Feb 2010

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Dalton Trans., 2010,39, 3302-3307

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Photo-induced ring-expansion reactions mediated by B₁₂-TiO₂ hybrid catalyst

S. Izumi, H. Shimakoshi, M. Abe and Y. Hisaeda, Dalton Trans., 2010, 39, 3302 DOI: 10.1039/B921802E

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Dalton Transactions