Methyl-transfer reaction to alkylthiol catalyzed by a simple vitamin B 12 model complex using zinc powder

Ling Pan, Keishiro Tahara, Takahiro Masuko, Yoshio Hisaeda

Research output: Contribution to journal › Article

8 Citations (Scopus)

Abstract

The catalytic methyl-transfer reaction from methyl tosylate to 1-octanethiol was carried out in the presence of a simple vitamin B12 model complex, [Co(III){(C2C3)(DO)(DOH)pn}Br 2], with zinc powder as the reducing reagent at 50°C. Such a catalytic reaction proceeded via the formation and dissociation of a cobalt-carbon bond in the simple vitamin B12 model complex under non-enzymatic conditions. The mechanism for the methyl-transfer reaction was investigated by electronic and mass spectroscopies. The Co(I) species, which is generated from the reduction of the catalyst by the zinc powder, and its methylated CH3-Co complex were found to be indispensable intermediates.

Original languageEnglish
Pages (from-to)194-199
Number of pages6
JournalInorganica Chimica Acta
Volume368
Issue number1
DOIs
Publication statusPublished - Mar 15 2011

Fingerprint

cyanocobalamin
Vitamins
Vitamin B 12
Powders
Zinc
vitamins
zinc
Cobalt
Carbon
Spectroscopy
Catalysts
reagents
cobalt
mass spectroscopy
dissociation
catalysts
carbon
electronics
spectroscopy

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Methyl-transfer reaction to alkylthiol catalyzed by a simple vitamin B 12 model complex using zinc powder. / Pan, Ling; Tahara, Keishiro; Masuko, Takahiro; Hisaeda, Yoshio.

In: Inorganica Chimica Acta, Vol. 368, No. 1, 15.03.2011, p. 194-199.

Research output: Contribution to journal › Article

Pan, L, Tahara, K, Masuko, T & Hisaeda, Y 2011, 'Methyl-transfer reaction to alkylthiol catalyzed by a simple vitamin B 12 model complex using zinc powder', Inorganica Chimica Acta, vol. 368, no. 1, pp. 194-199. https://doi.org/10.1016/j.ica.2011.01.004
Pan L, Tahara K, Masuko T, Hisaeda Y. Methyl-transfer reaction to alkylthiol catalyzed by a simple vitamin B 12 model complex using zinc powder. Inorganica Chimica Acta. 2011 Mar 15;368(1):194-199. https://doi.org/10.1016/j.ica.2011.01.004
Pan, Ling ; Tahara, Keishiro ; Masuko, Takahiro ; Hisaeda, Yoshio. / Methyl-transfer reaction to alkylthiol catalyzed by a simple vitamin B 12 model complex using zinc powder. In: Inorganica Chimica Acta. 2011 ; Vol. 368, No. 1. pp. 194-199.
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