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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
°®ÓëÓêÏÂ: , »¶Ó­³£À´~£¡ 2012-05-02 19:07:46
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
ÎÒÃÇÒ²·¢ÏÖÁËÑ¡ÔñÐÔ¸ÄÉÆ£¬ËüÃDZ»ÈÏΪÊÇ»·¾³ÓѺõÄÂÌÉ«ÈܼÁ¡£±¾ÎÄÖвûÊöÁËÔÚ¼îµÄ×÷ÓÃÏÂÒÔ [bmim][BF4]ΪÈܼÁÑõ»¯Áò´ú»¯ºÏÎï µÄ·´Ó¦8¡£×î½üÎÒÃDZ¨µ¼ÁËÔÚËá´ß»¯·´Ó¦ÖÐÎøÀë×ÓµÄʹÓÃÒÔ¼°±½»ù¡¢¶¡»ù¡¢ÒÒ»ù¡¢ [pbeSe][BF4]×÷ΪÓÐЧ´ß»¯¼Á9 ¡£´ËÍ⣬ÎÒÃÇ»¹²ûÊöÁËÔÚ[bmim][SeO2(OCH3)]´ß»¯ÏÂÎøÀë×ÓÈÜÒºµÄÓ¦Óã¬ÒԴ˽øÐб½°·µÄÑõ»¯õ£»¯·´Ó¦10 ¡£ÆäÖаüº¬ÎøÀë×ÓµÄÀë×ÓÈÜÒº´ß»¯Ð§ÂÊÏÔÖø£¬ÔÙÀûÓÃÂʸß10 ¡£ÓÉ´ËÎÒÃǶÔÎøÀë×ÓµÄÐÂÓ¦ÓòúÉúÁËÐËȤ£¬ ÎÒÃǾö¶¨Ñо¿[bmim][SeO2(OCH3)]×÷ΪÈܼÁÑõ»¯Áò´ú»¯ºÏÎï³É¶þÁò»¯ºÏÎïµÄ·´Ó¦¡£¿ªÊ¼µÄʱºò£¬ÎÒÃÇÑ¡Ôñ±½Áò·Ó×÷Ϊµ×ÎïÑ¡Ôñ¹ýÑõ»¯·´Ó¦µÄ×îÓÅ»¯Ìõ¼þ£¬¼´1.0 mL µÄ [bmim][SeO2(OCH3)] ¡£È»ºó£¬½«(1.0 mmol) ºÍ [bmim][SeO2(OCH3)] ÔÚÊÒÎÂϽÁ°è12Сʱ£¬´Ó¶øµÃµ½Á˶þ±½»ù¶þÁò´ú»¯ºÏÎï²úÂÊΪ45%¡£Ê¹ÎÒÃǾªÏ²µÄÊÇ£¬µ±Àë×ÓÈÜÒº¼È×÷ΪÈܼÁÓÖ×÷Ϊ´ß»¯¼Áʱ»áÌá¸ßÎÞ¼îÑõ»¯ËÙÂÊ¡£ÈÃÎÒÃÇÂúÒâµÄÊÇ£º
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