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Asymmetric Domino Heck Arylation and Alkylation of Nonconjugated Dienes: Double C–F···Sodium Attractive Noncovalent Interaction
Organic Letters ( IF 5.2 ) Pub Date : 2021-09-01 , DOI: 10.1021/acs.orglett.1c02457
Daoyong Zhu 1 , Wenqiang Xu 2 , Maoping Pu 3 , Yun-Dong Wu 3, 4 , Yonggui Robin Chi 1 , Jianrong Steve Zhou 2
Affiliation  

Palladium catalyzes a domino Heck arylation and alkylation of nonconjugated cyclodienes to produce trans isomers of disubstituted cyclohexenes in exceptionally high enantiomeric ratios, reaching 100:1 to 200:1 in many cases. Importantly, the interactions of the two CF bonds of Josiphos and the sodium ion of malonates facilitates stereoselective allylic attack through DFT calculations and experiments. This is a new type of attractive noncovalent interactions found in organometallic catalysis.

中文翻译:

非共轭二烯的不对称 Domino Heck 芳基化和烷基化:双 C–F……钠有吸引力的非共价相互作用

钯催化非共轭环二烯的多米诺 Heck 芳基化和烷基化,以极高的对映体比率产生双取代环己烯的反式异构体,在许多情况下达到 100:1 至 200:1。重要的是,Josiphos 的两个 CF 键和丙二酸酯的钠离子的相互作用通过 DFT 计算和实验促进了立体选择性烯丙基攻击。这是在有机金属催化中发现的一种新型有吸引力的非共价相互作用。
更新日期:2021-09-17
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