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"Bulky-Yet-Flexible" α-Diimine Palladium-Catalyzed Reductive Heck Cross-Coupling: Highly Anti-Markovnikov-Selective Hydroarylation of Alkene in Air.
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-08-18 , DOI: 10.1021/acs.joc.0c01509 Xu-Wen Yang 1 , Dong-Hui Li 1 , A-Xiang Song 1 , Feng-Shou Liu 1
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2020-08-18 , DOI: 10.1021/acs.joc.0c01509 Xu-Wen Yang 1 , Dong-Hui Li 1 , A-Xiang Song 1 , Feng-Shou Liu 1
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To pursue a highly regioselective and efficient reductive Heck reaction, a series of moisture- and air-stable α-diimine palladium precatalysts were rationally designed, readily synthesized, and fully characterized. The relationship between the structures of the palladium complexes and the catalytic properties was investigated. It was revealed that the“bulky-yet-flexible”palladium complexes allowed highly anti-Markovnikov-selective hydroarylation of alkenes with (hetero)aryl bromides under aerobic conditions. Further synthetic application of the present protocol could provide rapid and straightforward access to functional and biologically active molecules.
中文翻译：
“大而灵活”的α-二胺钯催化的还原Heck交叉偶联：空气中烯烃的高度抗Markovnikov选择性加氢芳基化作用。
为了进行高度区域选择性和高效的还原性Heck反应，合理设计，易于合成和充分表征了一系列湿气和空气稳定的α-二亚胺钯预催化剂。研究了钯配合物的结构与催化性能之间的关系。揭示了“大而尚柔的”钯配合物在好氧条件下可以使烯烃与（杂）芳基溴化物高度抗马尔科夫尼科夫选择性加氢芳基化。本方案的进一步合成应用可以提供对功能和生物活性分子的快速直接访问。
更新日期：2020-09-20
中文翻译：
“大而灵活”的α-二胺钯催化的还原Heck交叉偶联：空气中烯烃的高度抗Markovnikov选择性加氢芳基化作用。
为了进行高度区域选择性和高效的还原性Heck反应，合理设计，易于合成和充分表征了一系列湿气和空气稳定的α-二亚胺钯预催化剂。研究了钯配合物的结构与催化性能之间的关系。揭示了“大而尚柔的”钯配合物在好氧条件下可以使烯烃与（杂）芳基溴化物高度抗马尔科夫尼科夫选择性加氢芳基化。本方案的进一步合成应用可以提供对功能和生物活性分子的快速直接访问。
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