Synthesis, computational, and photophysical characterization of diaza-embedded [4]helicenes and pseudo[4]helicenes and their pyridinium and viologen homologues

TETRAHEDRON

卷:73

Article

Zhang, Xiaoping¹  Clennan, Edward L.¹  Petek, Toby¹  Weber, Jacob¹ 

[1] Univ Wyoming, Dept Chem, Laramie, WY 82071 USA

关键词: Helicenes;    Viologens;    Photophysics;    Computational chemistry;    Racemization barriers;   

DOI  :  10.1016/j.tet.2016.12.032

来源: Elsevier

【 摘 要 】

Synthesis of three [4]heli-viologens and their helical precursors, and two pseudo-Mhelicenes and their alkylated derivatives, which have potential device and catalysis applications, are reported. Their structures and racemization barriers have been explored with the B3LYP/6-311+G(2d,p), M06-2X/6-311+G(2d,p), and M11/6-311+G(2d,p) computational models. The photophysical properties of the helicenes and pseudo-helicenes and their alkylated derivatives have been measured. Unusual singlet-triplet energy gaps, AEsT, were measured and discussed for the charged alkylation products. (C) 2016 Elsevier Ltd. All rights reserved.

【 授权许可】

Free