Preparation and Evaluation of Sterically Hindered Acridine Photocatalysts

Preparation and Evaluation of Sterically Hindered Acridine Photocatalysts Full article

Journal

Advanced Synthesis & Catalysis
ISSN: 1615-4169 , E-ISSN: 1615-4150

Output data

Year: 2022, Volume: 364, Number: 18, Pages: 3295-3301 Pages count : 7 DOI: 10.1002/adsc.202200515

Authors

Zhilyaev Kirill A. ^1,2 , Lipilin Dmitry L. ² , Kosobokov Mikhail D. ² , Samigullina Aida I. ² , Dilman Alexander D. ²

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky prosp. 47, Russian Federation
2	Lomonosov Moscow State University Department of Chemistry 119991 Moscow Leninskie Gory 1–3 Russian Federation

A practical nickel-catalyzed protocol for the synthesis of sterically hindered 9-arylacridines via Negishi type cross-coupling was developed. The method enables a convenient approach to a set of active acridine photocatalysts starting from commercially available 9-chloroacridine, inexpensive catalyst [NiCl2(Ph3P)2], and organozinc reagent with no need for additional ligands and precious metals. The synthetic protocol could be readily performed on a gram scale. The photocatalytic efficiency of obtained acridines was tested in decarboxylative thiolation and amination reactions. Structures of 19 acridines were studied by X-ray analysis, which allowed to propose a steric descriptor relevant to the catalytic activity.

Zhilyaev K.A. , Lipilin D.L. , Kosobokov M.D. , Samigullina A.I. , Dilman A.D.
Preparation and Evaluation of Sterically Hindered Acridine Photocatalysts
Advanced Synthesis & Catalysis. 2022. V.364. N18. P.3295-3301. DOI: 10.1002/adsc.202200515 WOS Scopus OpenAlex

Web of science:	WOS:000847917100001
Scopus:	2-s2.0-85137350401
OpenAlex:	W4292068874

DB	Citing
OpenAlex	19
Web of science	11
Scopus	14