Efficient Synthesis of Fluorescent Coumarins and Phosphorous-Containing Coumarin-Type Heterocycles via Palladium Catalyzed Cross-Coupling Reactions

Autor:	Rumen Lyapchev, Ana I. Koleva, Iskra Z. Koleva, Kristian Subev, Ivelina Madzharova, Kristina B. Simeonova, Nevena Petkova-Yankova, Bernd Morgenstern, Vesela Lozanova, Petar Y. Petrov, Rositca D. Nikolova
Jazyk:	angličtina
Rok vydání:	2022
Předmět:	3-phosphonocoumarin 1 2-benzoxaphosphorin coumarin-3-carboxylates Pd-catalyzed reactions cross-coupling Suzuki reaction Organic chemistry QD241-441
Zdroj:	Molecules, Vol 27, Iss 21, p 7649 (2022)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules27217649
Popis:	Quantum-chemical calculations on the spectral properties of some aryl substituted 3-phosphonocoumarins were performed, and the effect of the substituents in the aryl moiety was evaluated. The structures possessing promising fluorescent properties were successfully synthesized via Suzuki and Sonogashira cross-coupling. The synthetic protocol was also applied for the phosphorous chemoisomer of 3-phosphonocoumarin, 1,2-benzoxaphosphorin, and their carboxylate analogues. The optical properties of the arylated and alkynylated products were experimentally determined. The obtained quantum-chemical and experimental results give the possibility for a fine tuning of the optical properties of phosphorous-containing coumarin systems by altering the substituent at its C-6 position.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/06693d2e6f1e40f694bc7051302e42a3 Zobrazit plný text záznamu View record in DOAJ Plný text ve formátu PDF Plný text ve formátu HTML
Nepřihlášeným uživatelům se plný text nezobrazuje	K zobrazení výsledku je třeba se přihlásit.