Carbodiimide‐Induced Formation of Transient Polyether Cages**

Hossain, Mohammad Mosharraf; Jayalath, Isuru M.; Baral, Renuka; Hartley, C. Scott

doi:10.1002/syst.202200016

Carbodiimide‐Induced Formation of Transient Polyether Cages**

Journal Article · Fri Aug 12 00:00:00 EDT 2022 · ChemSystemsChem

DOI:https://doi.org/10.1002/syst.202200016· OSTI ID:1881343

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Department of Chemistry &, Biochemistry Miami University Oxford OH 45056 USA

Abstract

The use of “fuel” compounds to drive chemical systems out of equilibrium is currently of interest because of the potential for temporally controlled, responsive behavior. We have recently shown that transiently formed crown ethers exhibit counterintuitive templation effects when generated in the presence of alkali metal cations: “matched” cations, such as K ⁺ with an 18‐crown‐6 analogue, suppress the formation of the macrocycles (negative templation). In this work, we describe two macrocyclic diacids that, on treatment with carbodiimides, give transient macrobicyclic cages analogous to polyether cages. Negative templation effects are observed for the smaller cage when generated in the presence of K ⁺ and Na ⁺ , but there is a weak, but reproducible, positive templation effect in the presence of Li ⁺ . The larger cage behaves similarly in the presence of Li ⁺ , K ⁺ , Rb ⁺ , and Cs ⁺ , but differently with Na ⁺ , which appears to bind to both the cage and the initial macrocycle.

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Sponsoring Organization:: USDOE

Grant/Contract Number:: SC0018645

OSTI ID:: 1881343

Alternate ID(s):: OSTI ID: 1898158

Journal Information:: ChemSystemsChem, Journal Name: ChemSystemsChem Journal Issue: 6 Vol. 4; ISSN 2570-4206

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Country unknown/Code not available

Language:: English

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