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通过使用化学燃料对杯[6]芳烃受体的主客体性质进行时间控制。

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

作者信息

Rispoli Francesco, Spatola Emanuele, Del Giudice Daniele, Cacciapaglia Roberta, Casnati Alessandro, Baldini Laura, Di Stefano Stefano

机构信息

Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Università degli Studi di Parma, Parco Area delle Scienze 17/A, Parma 43124, Italy.

Dipartimento di Chimica, Università di Roma La Sapienza and ISB-CNR Sede Secondaria di Roma - Meccanismi di Reazione, P.le A. Moro 5, Roma I-00185, Italy.

出版信息

J Org Chem. 2022 Mar 4;87(5):3623-3629. doi: 10.1021/acs.joc.2c00050. Epub 2022 Feb 23.

Abstract

The host-guest interaction of a 1,3,5-trisaminocalix[6]arene receptor with -methylisoquinolinium trifluoromethanesulfonate ( of 500 ± 30 M in CDCl) 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.

摘要

1,3,5-三氨基杯[6]芳烃受体与三氟甲磺酸-甲基异喹啉鎓(在CDCl中Kd为500±30 M)的主客体相互作用可以通过使用2-氰基-2-(4'-氯)苯基丙酸作为便捷的化学燃料来耗散驱动。当将该燃料添加到含有上述配合物的二氯甲烷溶液中时,主体会被诱导立即将客体释放到本体溶液中。燃料的消耗使得客体能够被主体重新摄取。通过随后四次添加燃料,可以令人满意地重复该操作,产生四个连续的释放-重新摄取循环。通过改变添加燃料的量,可以精细调节主体在本体溶液中临时释放的客体的百分比以及重新摄取过程所需的时间。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b114/8902750/3a25007e5464/jo2c00050_0002.jpg

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