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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 9
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Original Articles

Sm(II)-Mediated Reduction in Water: Importance of the Additive in the Proportionation of SmCl3 and Sm

, &
Pages 1345-1349 | Received 19 Mar 2009, Published online: 07 Apr 2010
 

Abstract

Mechanistic studies of the SmCl3-Sm system in water were carried out. The addition of N,N-dimethylacetoamide (DMA) enhanced the reactivity of the one-electron reduction. According to the ultraviolet–visible (UV-vis) analysis, DMA was found to accelerate proportionation of SmCl3 and Sm.

Notes

a The reaction was carried out in H2O unless otherwise noted.

b Sm:SmCl3:substrate = 3:1:0.5.

c 8 eq. to SmCl3.

d Syn:anti = 44:56.

e Syn:anti = 41:59.

f The reaction was carried out in the mixture of H2O and MeOH (4:1).

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