Dikationether, 3 [1]. Substitutionen an Bis(acridinium)ethern und 9-Trifloxyacridinium-Salzen mit Halogeniden, Pseudohalogeniden und Schwefel-Nucleophilen / Dication Ethers, 3 [1]. Substitution Reactions on Bis(acridinium) Ethers and 9-Trifloxyacridinium Salts by Halides, Pseudohalides and Sulfur Nucleophiles

Abstract

9-Trifloxyacridinium salts 3a, b and 9,9′-oxy-bis(acridinium ) salts 4a, b which are easily obtained from the 9-acridones 2 a, b react readily with halides, pseudohalides and sulfur nucleophiles to give 9-substituted acridinium ions. This reaction represents an efficient alternative to the commonly used transformation of 9-chloroacridinium into other substituted acridinium salts; the two-step conversion of the carbonyl com pound into a (pseudo)halide-substituted carbenium ion or into a thione may be generally applicable to ketones which can be transformed either into trifloxy carbenium ions or into dication ethers.