Deazaflavin-Catalyzed Arylation of White Phosphorus with Aryl Bromides and Chlorides

Rueckel, Jannes and Pavlovska, Tetiana and Gawron, Martin and Cibulka, Radek and Wolf, Robert (2025) Deazaflavin-Catalyzed Arylation of White Phosphorus with Aryl Bromides and Chlorides. ADVANCED SYNTHESIS & CATALYSIS, 367 (15). e70005. ISSN 1615-4150, 1615-4169

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Abstract

A substantial improvement in the challenging photocatalytic arylation of white phosphorus (P-4) with aryl chlorides and bromides is reported. Using the readily accessible deazaflavin-based photocatalyst o-Me-dFl, valuable triarylphosphines (PAr3) and tetraarylphosphonium salts ([PAr4]X, X = Br, Cl) are synthesized from P-4 under near UV-LED (365 nm) irradiation in up to 87% combined yield with drastically reduced reaction times compared to previous protocols. P-31 nuclear magnetic resonance spectroscopic monitoring studies and density functional theory calculations provide insights into the reaction pathway. The results represent an important step toward more atom-efficient and economical photocatalytic P-4 functionalization reactions.

Item Type: Article
Uncontrolled Keywords: PHOSPHINES; LIGANDS; ROUTE; 5-aryldeazaflavin; organophosphorus compounds; photocatalysis; tetraarylphosphonium salts; triarylphosphines; white phosphorus
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Arbeitskreis Prof. Dr. Robert Wolf
Depositing User: Dr. Gernot Deinzer
Date Deposited: 15 Apr 2026 05:34
Last Modified: 15 Apr 2026 05:34
URI: https://pred.uni-regensburg.de/id/eprint/66495

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