dc.contributor.author |
Moncelsi, Giulia |
dc.contributor.author |
Escobar, Luis |
dc.contributor.author |
Dube, Henry |
dc.contributor.author |
Ballester, Pablo |
dc.date.accessioned |
2019-04-02T11:42:06Z |
dc.date.available |
2019-06-18T02:45:06Z |
dc.date.issued |
2018-06-18 |
dc.identifier.uri |
http://hdl.handle.net/2072/352742 |
dc.format.extent |
1632 p. |
dc.language.iso |
eng |
dc.rights |
L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/ |
dc.source |
RECERCAT (Dipòsit de la Recerca de Catalunya) |
dc.subject.other |
54 |
dc.title |
2-(4’-pyridyl-N-oxide)-Substituted Hemithioindigos as Photoresponsive Guests for a Super Aryl-Extended Calix[4]pyrrole Receptor |
dc.type |
info:eu-repo/semantics/article |
dc.type |
info:eu-repo/semantics/acceptedVersion |
dc.embargo.terms |
12 mesos |
dc.identifier.doi |
10.1002/asia.201800463 |
dc.rights.accessLevel |
info:eu-repo/semantics/openAccess |
dc.description.abstract |
We report the synthesis of two 2-(4’-pyridyl-N-oxide)-substituted hemithioindigos. We probed their photoisomerization using UV-Vis and 1H NMR spectroscopic techniques. Light irradiation at 450 nm provoked the isomerization of the HTI Z isomer to the E counterpart in a large extent (~80 % at the PSS). 1H NMR titration experiments revealed the formation of thermodynamically and kinetically stable 1:1 inclusion complexes of the Z-HTI isomers with a super aryl-extended host (Ka > 104 M-1). Photoirradiation at 450 nm of the inclusion complexes induced the isomerization of the bound HTI N-oxide affording the E-HTI⊂calix[4]pyrrole complex. We determined accurate association constant values for the 1:1 inclusion complexes of the Z and E-HTI isomers using isothermal titration calorimetry experiments (ITC). The results showed a 2.2-2.8-fold decrease in the stability constants of the E-HTI complexes in comparison to the Z-HTI counterparts explaining the lack of light-induced release of the former to the bulk solution. |