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Photoreversible Zn 2+ Ion Transportation Across an Interface Using Ion‐Chelating Substituted Photochromic 3,3′‐Indolospirobenzopyrans: Steric and Electronic Controlling Effects
Author(s) -
Roxburgh Craig J.,
Sammes Peter G.,
Abdullah Ayse
Publication year - 2008
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200800614
Subject(s) - photochromism , chemistry , steric effects , spiropyran , ring (chemistry) , ion , chelation , trifluoromethyl , photochemistry , spectroscopy , inorganic chemistry , stereochemistry , organic chemistry , alkyl , physics , quantum mechanics
The photoreversible transportation of Zn 2+ ions across an interface using photochromic substituted‐spirobenzopyrans has been demonstrated. The inclusion of strategically placed sterically influencing 3′‐methyl‐ 3b and 3‐spirocyclohexyl‐ 3c groupings is investigated and compared to the unsubstituted analogue 3a . Significant control over the spiropyran ring‐opening↔closing reaction, and hence Zn 2+ ion transportation has been realised. Additionally, the spiropyran ring‐opening↔closing reactions of two skeletally identical spirobenzopyrans 4 and 5 , but possessing “electronically‐modifying” 5‐trifluoromethyl‐substitutents have been studied by 1 H NMR spectroscopy: this has enabled us to realise the additional biasing, on the ring‐opening↔closing process, excerpted on these systems through both selectively placed, inductively controlling functional‐group substitution and/or, simultaneously, sterically influencing group substitution. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)