Hydrogen Sulfate-Templated Synthesis of a Bis-Ferrocene Macrocycle

Abstract

A bis-ferrocene macrocycle was synthesized by reversible acylhydrazone formation under thermodynamic control, starting from a ferrocene functionalized with hydrazide and protected aldehyde moieties. A hydrogen sulfate anion acts as a template to direct the synthesis specifically toward the macrocyclic dimer, due to a weak but selective binding interaction. This work highlights the utility of dynamic combinatorial chemistry as an approach to macrocycle synthesis.

Key words

supramolecular chemistry - hydrazones - macrocycles - host–guest systems - ferrocene - dynamic combinatorial chemistry

Publication History

Received: 15 September 2023

Accepted after revision: 05 October 2023

Article published online:
13 December 2023

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