Asymmetric domino heck arylation and alkylation of nonconjugated dienes : double C–F···sodium attractive noncovalent interaction

Asymmetric domino heck arylation and alkylation of nonconjugated dienes : double C–F···sodium attractive noncovalent interaction

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 sodiu...

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Bibliographic Details
Main Authors: Zhu, Daoyong, Xu, Wenqiang, Pu, Maoping, Wu, Yun-Dong, Chi, Robin Yonggui, Zhou, Steve Jianrong
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
Subjects:
Science::Chemistry
Palladium
Hydrocarbons
Online Access:https://hdl.handle.net/10356/155069
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Institution: Nanyang Technological University
Language: English
Description
Summary: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.

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