The host-guest interaction of a 1,3,5-trisaminocalix[6]arene receptor with N-methylisoquinolinium trifluoromethanesulfonate (Kass of 500 ± 30 M-1 in CD2Cl2) can be dissipatively driven by means of 2-cyano-2-(4′-chloro)phenylpropanoic acid used as a convenient chemical fuel. When the fuel is added to a dichloromethane solution containing the above complex, the host is induced to immediately release the guest in the bulk solution. Consumption of the fuel allows the guest to be re-uptaken by the host. The operation can be satisfactorily reiterated with four subsequent additions of fuel, producing four successive release-reuptake cycles. The percentage of the guest temporarily released in the bulk solution by the host and the time required for the reuptake process can be finely regulated by varying the quantities of added fuel.

Temporal Control of the Host-Guest Properties of a Calix[6]arene Receptor by the Use of a Chemical Fuel / Rispoli, Francesco; Spatola, Emanuele; Del Giudice, Daniele; Cacciapaglia, Roberta; Casnati, Alessandro; Baldini, Laura; DI STEFANO, Stefano. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 87:5(2022), pp. 3623-3629. [10.1021/acs.joc.2c00050]

Temporal Control of the Host-Guest Properties of a Calix[6]arene Receptor by the Use of a Chemical Fuel

Rispoli, Francesco;Spatola, Emanuele;Del Giudice, Daniele;Baldini, Laura
;
Di Stefano, S
2022

Abstract

The host-guest interaction of a 1,3,5-trisaminocalix[6]arene receptor with N-methylisoquinolinium trifluoromethanesulfonate (Kass of 500 ± 30 M-1 in CD2Cl2) can be dissipatively driven by means of 2-cyano-2-(4′-chloro)phenylpropanoic acid used as a convenient chemical fuel. When the fuel is added to a dichloromethane solution containing the above complex, the host is induced to immediately release the guest in the bulk solution. Consumption of the fuel allows the guest to be re-uptaken by the host. The operation can be satisfactorily reiterated with four subsequent additions of fuel, producing four successive release-reuptake cycles. The percentage of the guest temporarily released in the bulk solution by the host and the time required for the reuptake process can be finely regulated by varying the quantities of added fuel.
2022
host-guest interaction, host-guest interaction, Time control of the protonation state
01 Pubblicazione su rivista::01a Articolo in rivista
Temporal Control of the Host-Guest Properties of a Calix[6]arene Receptor by the Use of a Chemical Fuel / Rispoli, Francesco; Spatola, Emanuele; Del Giudice, Daniele; Cacciapaglia, Roberta; Casnati, Alessandro; Baldini, Laura; DI STEFANO, Stefano. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 87:5(2022), pp. 3623-3629. [10.1021/acs.joc.2c00050]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1620197
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