Synthesis for the Mesomer and Racemate of Thiophene-Based Double Helicene under Irradiation
The Journal of Organic Chemistry2013Vol. 78(12), pp. 6316–6321
Citations Over TimeTop 10% of 2013 papers
Abstract
In this work, the racemate and mesomer of the thiophene-based naphthalene-cored double helicenes (1) were obtained efficiently by one-pot photocyclization of 1,1,2,2-tetrakis(dithieno[2,3-b:3',2'-d]thiophen-2-yl)ethene in the presence of iodine in dry benzene. The structure of meso-1a was confirmed by single crystal X-ray analysis. The chiral resolution of the racemate was carried out by chiral HPLC, and the chiral properties, such as CD spectra, optical rotations, and half-life of enantiomers were characterized.
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