Acridine Variations for Coordination Chemistry. Issue 3 (12th March 2020)

• Record Type: Journal Article
• Authors: Omolo, Kevin O.; Bacsa, John; Sadighi, Joseph P.
• Is Part Of: Israel journal of chemistry. Volume 60:Issue 3/4(2020)
• Page Start: 433
• Page End: 436
• Publication Date: 2020-03-12
• Subjects: acridone -- acridine -- directed lithiation -- pincer ligand -- redox-active ligand; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/ijch.202000006
• Languages: English
• ISSNs: 0021-2148

Abstract

Abstract: This study describes the synthesis of an acridone through the directed lithiation of a diarylamine, and elaboration via the 4, 5‐dibromoacridone. The bromo substituents are amenable to Suzuki‐Miyaura coupling. Conversion to a 9‐chloro‐4, 5‐dibromoacridine, followed by bromine‐lithium exchange, allows the preparation of a 4, 5‐bis (phosphino)‐9‐chloroacridine. The 9‐chloro moiety undergoes nucleophilic aromatic substitution by methoxide or an aryloxide. One‐electron reduction of a 9‐(aryloxy)‐4, 5‐bis(phosphino)acridine affords a stable radical anion. Abstract :