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玉溪

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In order to show the catalytic role of DBUH-Br3, the reaction of methylphenylsulde was performed in the absence of DBUH-Br3. The reaction was not completed within 24 h . Consequently, it was performed in different molar ratios of the catalyst in the presence of oxidant in order to obtain the optimum reaction conditions .
The chemoselectivity of the system was also investigated. Several suldes containing an unsaturated C–C bond,nitrile or an alcoholic group were subjected to the sulfoxidation reaction, and it was observed that the functional groups remained intact during the reaction .
The suggested mechanism of this selective oxidation is shown in Scheme 2. DBUH-Br3 might in situ generate Br2.Subsequently, Br+ can be produced via oxidation with H2O2. The nal step of oxidation involves nucleophilic attack of sulfur of the sulde compound on the Br+ followed by concerted oxygen transfer from water to give the corresponding sulfoxide.
In summary, we have described an efcient method for the selective oxidation of suldes to sulfoxides under very mild reaction conditions. Also, chemoselectivity, easy and clean work-up, green oxidant, high yields and the easy preparation of the catalyst were the remarks of this method which could be the priority of the other existing methodologies.

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zuodg

铁杆木虫 (正式写手)

有为青年

【答案】应助回帖

玉溪(金币+10, 翻译EPI+1): 有劳,谢谢了啊 2011-05-28 11:10:42
为了研究DBUH-Br3的催化特点,体系中不加DBUH-Br3研究methylphenylsulde反应。该反应24小时没有完全反应。因此,在存在氧化剂时加入不同摩尔比的催化剂,找到最佳反应条件。
同时研究了体系的化学选择性。许多带有不饱和C-C键,nitrile键或者的suldes作为底物进行反应,结果表明官能团不参加反应。
过程图2解释了选择性氧化的机制。DBUH-Br3可能在原位生成Br2。随后,通过H2O2氧化产生Br+。
最后一步氧化反应是Br+对suldes分子上的硫原子亲核进攻,氧原子从水分子转移生成亚砜。
总结一下,我们描述了在非常温和条件下suldes生产亚砜的一个高效方法。另外,与现有方法相比,化学选择性,简单易行,绿色氧化,高得率,催化剂容易制备是该方法的优势。
要活的出彩
2楼2011-05-28 10:35:38
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