@article { WOS:000875535600001,
	title = {2-Hydroxychalcone-?-Cyclodextrin Conjugate with pH-Modulated Photoresponsive Binding Properties},
	journal = {JOURNAL OF ORGANIC CHEMISTRY},
	year = {2022},
	note = {n/a},
	month = {2022 OCT 15},
	abstract = {<p>Stimuli-responsive supramolecular receptors are important building blocks for the construction of self-assembled functional materials. We report the design and synthesis of a pH and light-responsive 2-hydroxychalcone-beta-cyclodextrin conjugate (1-Ct) and its characterization by spectroscopic and computational methods. 1-Ct follows the typical reaction network of trans-chalcone-flavylium photoswitches. Upon light irradiation, 1-Ct can be photochemically converted into the cis-chalcone/hemiketal forms (1-Cc/1-B) under neutral pH conditions or to the flavylium cation (1-AH+) at acidic pH values. This stimuli-responsive beta-cyclodextrin host, 1Ct, was found to form stronger intramolecular self-inclusion complexes (Kintra = 14) than 1-AH+ (Kintra = 3) and weaker than 1-Cc/1-B (overall Kintra = 179), allowing control over their stability and binding properties by combinations of pH and light stimuli.</p>
},
	issn = {0022-3263},
	doi = {10.1021/acs.joc.2c01875},
	author = {Paulino, Micael and Perez-Juste, Ignacio and Magdalena Cid, Maria and Da Silva, Jose P. and Pereira, M Manuela A and Basilio, Nuno}
}
