Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes

Hanchao Cheng; Tsz-Lung Lam; Yungen Liu; Zhou Tang; Chi-Ming Che

doi:10.1002/anie.202011841

Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes

Angew Chem Int Ed Engl. 2021 Jan 18;60(3):1383-1389. doi: 10.1002/anie.202011841. Epub 2020 Nov 18.

Authors

Hanchao Cheng^{1

2}, Tsz-Lung Lam³, Yungen Liu¹, Zhou Tang³, Chi-Ming Che^{1

3

4}

Affiliations

¹ Department of Chemistry, Southern University of Science and Technology, Shenzhen, 518055, Guangdong, P. R. China.
² Hefei National Laboratory for Physical Sciences at Microscale, Department of Chemistry, University of Science and Technology of China, Hefei, 230026, P. R. China.
³ State Key Laboratory of Synthetic Chemistry, Department of Chemistry, University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China.
⁴ HKU Shenzhen Institute of Research and Innovation, Shenzhen, Guangdong, 518057, P. R. China.

PMID: 33029847
DOI: 10.1002/anie.202011841

Abstract

Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt(O^N^C^N)] under visible-light (410 nm) irradiation, affording anti-Markovnikov hydroarylated compounds in up to 95 % yield. Besides, a protocol for [Pt(O^N^C^N)]-catalyzed intramolecular photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.

Keywords: aryl halides; hydroarylation; intramolecular cyclization; photocatalysis; platinum.

Abstract

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