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Donor‐Substituted Heptaazaphenalene as a Nonlinear Optically Active Molecule with Multiple Charge‐Transfer Transitions
Author(s) -
Traber Boris,
Oeser Thomas,
Gleiter Rolf,
Goebel Mark,
Wortmann Rüdiger
Publication year - 2004
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200400308
Subject(s) - chemistry , chromophore , absorbance , nonlinear optical , hyperpolarizability , nucleophilic substitution , molecule , rayleigh scattering , absorption (acoustics) , tris , wavelength , nonlinear optics , scattering , charge (physics) , photochemistry , crystallography , analytical chemistry (journal) , nonlinear system , organic chemistry , optics , biochemistry , physics , chromatography , quantum mechanics , polarizability
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)