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Reversible trans–cis photoisomerization of new pyrrolidene heterocyclic imines

Paper ID Volume ID Publish Year Pages File Format Full-Text
27614 44032 2013 7 PDF Available
Title
Reversible trans–cis photoisomerization of new pyrrolidene heterocyclic imines
Abstract

•Synthesis of new photochromic pyrrolidene imines.•Photoisomerization of the CN double bond.•Thermal cis–trans re-isomerization in few seconds at room temperature

A series of novel pyrrolidene imines bearing functionalized aryl or naphthyl moieties was synthesized and their photochromic properties studied by UV spectroscopy. UV irradiation of these heterocyclic Schiff bases at room temperature promotes the trans–cis photoisomerization of the CN double bond with formation of a variable amount of the cis-isomer that, in the absence of light, returns thermally to the original form in few seconds. The thermal cis–trans re-isomerization of these molecular switches is much more slower than for the common benzylidene aniline-type imines, allowing the observation of the photochromic phenomena at room temperature. Strong electron-donor substituents in the para-position of the aniline part of the molecule decreases even more the kinetics of the thermal cis–trans re-isomerization leading to a manifest change in the UV spectrum.

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Keywords
Heterocyclic imines; Schiff bases; Photochromism; cis–trans isomerization; Molecular switches; Pyrrole
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Reversible trans–cis photoisomerization of new pyrrolidene heterocyclic imines
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 259, 1 May 2013, Pages 59–65
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us