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Chemistry. 2016 Sep 19;22(39):13976-13984. doi: 10.1002/chem.201602608. Epub 2016 Aug 12.

Probing Metal Ion Complexation of Ligands with Multiple Metal Binding Sites: The Case of Spiropyrans.

Chemistry (Weinheim an der Bergstrasse, Germany)

Michele Baldrighi, Giulia Locatelli, John Desper, Christer B Aakeröy, Silvia Giordani

Affiliations

  1. Nano Carbon Materials, Istituto Italiano di Tecnologia (IIT), Via Morego?30, 16163, Genova, Italy.
  2. Department of Chemistry, Kansas State University, 66506-0401, Manhattan, KS, United States.
  3. Nano Carbon Materials, Istituto Italiano di Tecnologia (IIT), Via Morego?30, 16163, Genova, Italy. [email protected].

PMID: 27516153 DOI: 10.1002/chem.201602608

Abstract

Among known molecular switches, spiropyrans attract considerable interest because of their reversible responsiveness to external stimuli and the deep conformational and electronic changes that characterize the switching process between the two isomeric forms [spiropyran (SP) and merocyanine (MC)]. Metal coordination is one of the most interesting aspects of spiropyrans for its potential in sensing, catalysis, and medicinal chemistry, but little is known about the details surrounding spiropyran-metal ion binding. We investigated the interplay between an N-modified 8-methoxy-6-nitrospiropyran (SP-E), designed to provide appropriate molecular flexibility and a range of competing/collaborative metal binding sites, with Mg

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: crystal structures; fluorescence; photochromism; spiro compounds; structure elucidation

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