Hydrodebromination of Allylic Bromides with Water Catalyzed by Rhodium Porphyrin Complexes
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香港中文大學研究人員

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摘要For the reductive hydrodebromination, the reductants are usually H2 gas, alcohols, hydrosilanes, metal hydrides,
Grignard reagents and so on. Water, as a green, economically more attractive reducing agent, is generally believed
unlikely to be the hydrogen atom donor to carbon-centered radicals due to the high bond dissociation energy of the HOH bond (118 kcal/mol). Weakening this H-OH bond by the coordination of H2O to a Lewis acid makes H2O as a hydrogen atom donor possible. Successful examples employed Cp2TiIIICl, BMe3 or SmI2 as the Lewis acid.1 However, it involves a stoichiometric amount of the Lewis acid. Most recently, hydrogenation of alkenes and alkynes using water as a stoichiometric hydrogen atom donor was achieved by employing tetrahydroxydiboron as a sacrificial reductant. 2 As far as we are concerned, catalytic hydrodebromination using water as the hydrogen source without any other reductant remains unreported. Herein, based on our earlier success of employing water as the hydrogen source for hydrogenating carbon-carbon σ-bonds,3 we disclose a rhodium porphyrin complex catalyzed hydrodebromination of allylic bromides with water as the attractive hydrogen source without any sacrificial reductant.
出版社接受日期26.09.2016
著者YANG W, ZHANG H, CHAN K
會議名稱The 6th Junior International Conference on Cutting-Edge Organic Chemistry in Asia
會議開始日24.10.2016
會議完結日26.10.2016
會議地點Fukuoka
會議國家/地區日本
出版年份2016
語言美式英語

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