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- Title
Chalcogen⋅⋅⋅π Bonding Catalysis.
- Authors
Kong, Xiangjin; Zhou, Pan‐Pan; Wang, Yao
- Abstract
While the presence of sulfur⋅⋅⋅π bonding interaction is a general phenomenon in the biological systems, the exploitation of this noncovalent force in a chemical process yet remains elusive. Herein, we describe the concept of chalcogen⋅⋅⋅π bonding catalysis that activates molecules of π systems through the interaction between chalcogen and π‐electron cloud. The proof‐of‐concept studies using a vinylindole‐based Diels–Alder benchmark reaction demonstrate that S⋅⋅⋅π and Se⋅⋅⋅π bonding interaction can drive the cycloaddition reaction efficiently. Experimental results suggest that a simultaneously double Se⋅⋅⋅π bonding interaction directs the stereoselectivity in this cycloaddition process.
- Subjects
CATALYSIS; RING formation (Chemistry); CHEMICAL processes; DIELS-Alder reaction; BIOLOGICAL systems
- Publication
Angewandte Chemie, 2021, Vol 133, Issue 17, p9481
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202101140