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Synthesis and Characterization of Some Aza[5]helicenes
Author(s) -
Bazzini Cristina,
Brovelli Sergio,
Caronna Tullio,
Gambarotti Cristian,
Gian Matteo,
Macchi Piero,
Meinardi Francesco,
Mele Andrea,
Panzeri Walter,
Recupero Francesco,
Sironi Angelo,
Tubino Riccardo
Publication year - 2005
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.200400648
Subject(s) - chemistry , spectroscopy , molecule , characterization (materials science) , luminescence , nuclear magnetic resonance spectroscopy , ring (chemistry) , nitrogen , helicene , photochemistry , aggregation induced emission , combinatorial chemistry , stereochemistry , nanotechnology , organic chemistry , optoelectronics , fluorescence , physics , materials science , quantum mechanics
A systematic study on the synthesis and properties of aza‐[5]helicenes bearing one or two nitrogen atoms in selected ring positions is reported for the first time. This photochemical approach can be conveniently applied to the preparation of either mono‐ or diaza[5]helicenes. The aza[5]helicenes were characterized by NMR spectroscopy, X‐ray crystallography, emission spectroscopy, and luminescence lifetime. The extremely long triplet lifetime observed (in the range of seconds) makes these molecules promising candidates for practical applications in photo‐ and optoelectronics. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)