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and/or selectivity improvements are also observed, they are regarded
as environmentally friendly green solvents.7 In this context,
the use of [bmim][BF4] as a solvent for the oxidation of thiols in the
presence of a base was described.8 Recently, we have reported the
use of the new cationic selenium-based acidic ionic liquid phenyl
butyl ethyl selenonium tetrafluoroborate, [pbeSe][BF4], as an efficient
catalyst in several acid-catalyzed reactions.9 Besides, the
application of the ionic liquid containing anionic selenium-based
[bmim][SeO2(OCH3)] in the oxidative carbonylation of aniline
was also described.10 The selenium-containing ionic-liquids shown
superior catalytic performance and were reused without losing
their initial activity.10 Due to our interest in new applications for
selenium-based ionic liquids,9 we decide to study the use of
[bmim][SeO2(OCH3)]10 as the solvent in the oxidation of thiols to
symmetrical disulfides (Scheme 1).
Initially, we chose benzenethiol as a substrate to establish the
best condition for the air oxidation reaction in the presence of
1.0 mL of [bmim][SeO2(OCH3)]. Thus, a mixture of benzenethiol
(1.0 mmol) and [bmim][SeO2(OCH3)] was stirred for 12 h at room
temperature furnishing diphenyl disulfide 1a in 45% yield. This
unexpected, new result showing the ionic liquid acting both, as a
solvent and catalyst, encouraged us to investigative the effect of
the temperature in this base-free oxidation. To our satisfaction,

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°®ÓëÓêÏÂ: ½ð±Ò+1 2012-05-02 19:07:34
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תÍäΪÄãÏàÓö: ½ð±Ò+35, ·­ÒëEPI+1, ¡ï¡ï¡ïºÜÓаïÖú 2012-05-03 18:36:43
sltmac: ½ð±Ò+5 2012-05-21 09:20:49
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