Reversible Radical Addition Guides Selective Photocatalytic Intermolecular Thiol‐Yne‐Ene Molecular Assembly

Reversible Radical Addition Guides Selective Photocatalytic Intermolecular Thiol‐Yne‐Ene Molecular Assembly Full article

Journal

Angewandte Chemie International Edition
ISSN: 1433-7851 , E-ISSN: 1521-3773

Output data

Year: 2024, Volume: 63, Number: 13, Article number : e202314208, Pages count : DOI: 10.1002/anie.202314208

Authors

Shlapakov Nikita ¹ , Kobelev Andrey ^2,1 , Burykina Julia ¹ , Kostyukovich Alexander ¹ , König Burkhard ³ , Ananikov Valentine P. ^2,1

Affiliations

1	Zelinsky Institute of Organic Chemistry Russian Academy of Sciences Leninsky Prospect, 47 119991 Moscow Russia
2	Lomonosov Moscow State University Leninskie Gory GSP-1, 1–3 119991 Moscow Russia
3	Institut für Organische Chemie Universität Regensburg Universitätstrasse 31 93053 Regensburg Germany

A metal-free photoredox three-component coupling of thiols with readily available alkynes and alkenes has been developed. The reaction mechanism was evaluated by combining ESI-HRMS, EPR spectroscopy, isotope labeling and control experiments. The applicability of the reversible radical addition approach for intermolecular reactions and the key role of π–π stacking interactions in stereoselectivity control have been shown by DFT studies.

Shlapakov N. , Kobelev A. , Burykina J. , Kostyukovich A. , König B. , Ananikov V.P.
Reversible Radical Addition Guides Selective Photocatalytic Intermolecular Thiol‐Yne‐Ene Molecular Assembly
Angewandte Chemie International Edition. 2024. V.63. N13. e202314208 . DOI: 10.1002/anie.202314208 WOS Scopus OpenAlex

Web of science:	WOS:001166312800001
Scopus:	2-s2.0-85185252145
OpenAlex:	W4391024036

DB	Citing
OpenAlex	9
Scopus	3
Web of science	9