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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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Bibliographic Details
Main Authors: Traber, Boris (Author) , Oeser, Thomas (Author) , Gleiter, Rolf (Author) , Goebel, Mark (Author) , Wortmann, Rüdiger (Author)
Format: Article (Journal)
Language:English
Published: 13 October 2004
In: European journal of organic chemistry
Year: 2004, Issue: 21, Pages: 4387-4390
ISSN:1099-0690
DOI:10.1002/ejoc.200400308
Online Access:Resolving-System, lizenzpflichtig, Volltext: https://doi.org/10.1002/ejoc.200400308
Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/ejoc.200400308
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Author Notes:Boris Traber, Thomas Oeser, Rolf Gleiter, Mark Goebel, and Rüdiger Wortmann
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Summary: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)
Item Description:Gesehen am 27.10.2020
Physical Description:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.200400308

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