Donor-Substituted Heptaazaphenalene as a Nonlinear Optically Active Molecule with Multiple Charge-Transfer Transitions

The synthesis of a novel nonlinear optical (NLO) chromophore with threefold symmetry − 2,5,8‐tris(diethylamino)‐1,3,4,6,7,9,9b‐heptaazaphenalene (4) − is reported. Compound 4 was synthesized from 2,5,8‐trichloro‐1,3,4,6,7,9,9b‐heptaazaphenalene (3) through a nucleophilic aromatic substitution, its s...

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Veröffentlicht in:European journal of organic chemistry 2004-11, Vol.2004 (21), p.4387-4390
Hauptverfasser: Traber, Boris, Oeser, Thomas, Gleiter, Rolf, Goebel, Mark, Wortmann, Rüdiger
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container_end_page 4390
container_issue 21
container_start_page 4387
container_title European journal of organic chemistry
container_volume 2004
creator Traber, Boris
Oeser, Thomas
Gleiter, Rolf
Goebel, Mark
Wortmann, Rüdiger
description The synthesis of a novel nonlinear optical (NLO) chromophore with threefold symmetry − 2,5,8‐tris(diethylamino)‐1,3,4,6,7,9,9b‐heptaazaphenalene (4) − is reported. Compound 4 was synthesized from 2,5,8‐trichloro‐1,3,4,6,7,9,9b‐heptaazaphenalene (3) through a nucleophilic aromatic substitution, its structural assignment was confirmed by X‐ray investigations, and its second‐order polarisability (β) was determined by hyper Rayleigh scattering (HRS). Compound 4 shows a very high absorbance coefficient in the UV and a remarkably large β value despite its short‐wavelength absorption. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)
doi_str_mv 10.1002/ejoc.200400308
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subjects Heptaazaphenalene
Nonlinear optics
UV/Vis spectra
title Donor-Substituted Heptaazaphenalene as a Nonlinear Optically Active Molecule with Multiple Charge-Transfer Transitions
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