Issue 10, 2007
From the journal:

New Journal of Chemistry

Syntheses, crystal structures, optical limiting properties, and DFT calculations of three thiophene-2-aldazine Schiff base derivatives†

Mohamed Ghazzali,ad   Vratislav Langer,a   Cesar Lopes,b   Anders Erikssonc  and  Lars Öhrström*a  

* Corresponding authors

a Department of Chemical and Biological Engineering, Chalmers Tekniska Högskola, Göteborg, Sweden
E-mail: mghazz@chalmers.se

b Department of Functional Materials, Swedish Defence Research Agency, Linköping, Sweden

c Department of Laser Systems, Swedish Defence Research Agency, Linköping, Sweden

d Department of Chemistry, Faculty of Science, Alexandria University, P.O.426, Alexandria, Egypt

Abstract

The syntheses, characterizations and structural determinations of N,N′-bis(thiophenyl-2-methylene)hydrazine 1, N,N′-bis(4-bromothiophenyl-2-methylene)hydrazine 2 and N,N′-bis(5-bromothiophenyl-2-methylene)hydrazine 3 are presented. The materials show third-order nonlinear behaviour with transmissions of 20, 22 and 18 μJ for an input energy of 150 μJ. The 4- and 5-bromothiophenic structures show Br⋯Br interactions of 3.562 and 3.626 Å, respectively. Analysis of bromine containing aromatic compounds in the Cambridge Crystallographic Database (CSD) showed the expected angle dependences of the Br⋯Br interactions dividing these into “type I” and “type II”. A semi-quantitative agreement was found between the CSD data and a model derived form calculated electrostatic potentials.

Graphical abstract: Syntheses, crystal structures, optical limiting properties, and DFT calculations of three thiophene-2-aldazine Schiff base derivatives

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Article information

DOI
https://doi.org/10.1039/B704009A
Article type
Paper
Submitted
16 Mar 2007
Accepted
01 Jun 2007
First published
28 Jun 2007

New J. Chem., 2007,31, 1777-1784

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Syntheses, crystal structures, optical limiting properties, and DFT calculations of three thiophene-2-aldazine Schiff base derivatives

M. Ghazzali, V. Langer, C. Lopes, A. Eriksson and L. Öhrström, New J. Chem., 2007, 31, 1777 DOI: 10.1039/B704009A

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