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31 Aug 04:01

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31 Aug 03:58

[ASAP] Metal–Organic Frameworks Mediate Cu Coordination for Selective CO2 Electroreduction

by Dae-Hyun Nam, Oleksandr S. Bushuyev, Jun Li, Phil De Luna, Ali Seifitokaldani, Cao-Thang Dinh, F. Pelayo García de Arquer, Yuhang Wang, Zhiqin Liang, Andrew H. Proppe, Chih Shan Tan, Petar Todorovic, Osama Shekhah, Christine M. Gabardo, Jea Woong Jo, Jongmin Choi, Min-Jae Choi, Se-Woong Baek, Junghwan Kim, David Sinton, Shana O. Kelley, Mohamed Eddaoudi, Edward H. Sargent

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Journal of the American Chemical Society
DOI: 10.1021/jacs.8b06407
31 Aug 03:57

Non‐Directed Cross‐Dehydrogenative (Hetero)arylation of Allylic C(sp3)−H bonds enabled by C−H Activation

by AndreasLerchen , TobiasKnecht , MaximilianKoy , Johannes BrunoErnst , KlausBergander , ConstantinDaniliuc , FrankGlorius
Angewandte Chemie International Edition Non‐Directed Cross‐Dehydrogenative (Hetero)arylation of Allylic C(sp3)−H bonds enabled by C−H Activation

Catch desired couplings: The non‐directed cross‐dehydrogenative coupling of allylic C(sp3)−H bonds with (hetero)arene C(sp2)−H bonds is enabled by C−H activation and employs abundant chemical feedstocks: olefins and (hetero)arenes. A particular highlight of this mild reaction is the applicability in late‐stage functionalization reactions.


Abstract

Herein, we report the selective, non‐directed and cross‐dehydrogenative coupling of allylic C(sp3)−H bonds with C(sp2)−H bonds of (hetero)arenes. The methodology employs olefins and (hetero)arenes which are abundantly available chemical feedstocks, and could be applied in late‐stage functionalization reactions of pharmaceuticals. Furthermore, the system exclusively delivers the allylic C−C coupling products highlighting the preservation of the olefin substitution pattern for further derivatization.