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Oliverwis铁杆木虫 (正式写手)
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Although a notable feature of Noyori’s Ru-TsDPEN complex is that the transfer hydrogenation reaction is highly chemoselective for the CdO functional group and tolerant of alkenes, our early report indicated that the chemoselectivity could be switched from CdOtoCdC bonds in the transfer hydrogenation of activated R,β-unsaturated ketones. Now we have found that a variety of R,β-unsaturated ketones, even without other electron-withdrawing functional groups, could be reduced on the alkenic double bonds with high selectivities employing amido-rhodium hydride complex in aqueous media, and up to 100% chemoselectivity has been achieved. It is notable that the chemoselectivity was improved significantly on going from organic solvent to water. Moreover, a 1,4-addition mechanism has been proposed on the basis of the corresponding experimental details and computational analysis. [ Last edited by Oliverwis on 2011-8-14 at 20:24 ] |
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liubencai
木虫之王 (文坛精英)
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sltmac(金币+2): 感谢应助，欢迎常来~ 2011-08-14 23:25:45
Oliverwis(金币+2, 翻译EPI+1): 2011-08-15 09:04:57
sltmac(金币+10): 2011-08-18 08:52:09
sltmac(金币+13): 2011-08-18 08:52:14
sltmac: 欢迎常来~ 2011-08-18 08:52:23
sltmac(金币+2): 感谢应助，欢迎常来~ 2011-08-14 23:25:45
Oliverwis(金币+2, 翻译EPI+1): 2011-08-15 09:04:57
sltmac(金币+10): 2011-08-18 08:52:09
sltmac(金币+13): 2011-08-18 08:52:14
sltmac: 欢迎常来~ 2011-08-18 08:52:23
| 虽然Noyori的Ru-TsDPEN配合物的显着特征是加氢反应的转移是CdO的功能基团高度的化学选择性和烯烃的惰性。我们的早期报告表明，化学选择性可能是在活性的R,β-不饱和酮加氢反应的转移中从CdO到CdC键的交换。现在我们已经发现，各种各样的R,β-不饱和酮，即使没有其他吸电子基官能团，可以在水介质中利用氨基-铑氢配合物的具有高选择性的烯烃的双键可能减少，且高达100％化学选择性已经实现。值得注意的是，有关从有机溶剂到水中反应的化学选择性显著增加。此外，在相应的实验细节和计算分析的基础上，已经提出了1,4-加成机理 |
2楼2011-08-14 23:13:03
