Acridine Variations for Coordination Chemistry | Zendy

Omolo Kevin O. | Zendy; Bacsa John | Zendy; Sadighi Joseph P. | Zendy

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Acridine Variations for Coordination Chemistry

Author(s) -

Omolo Kevin O.,

Bacsa John,

Sadighi Joseph P.

Publication year - 2020

Publication title -

israel journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.908

H-Index - 54

eISSN - 1869-5868

pISSN - 0021-2148

DOI - 10.1002/ijch.202000006

Subject(s) - chemistry , acridine , moiety , nucleophilic aromatic substitution , acridone , methoxide , bromine , nucleophile , lithium (medication) , combinatorial chemistry , nucleophilic substitution , medicinal chemistry , ion , stereochemistry , organic chemistry , catalysis , medicine , endocrinology

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.

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