4.7 Article

Synthesis for the Mesomer and Racemate of Thiophene-Based Double Helicene under Irradiation

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JOURNAL OF ORGANIC CHEMISTRY
卷 78, 期 12, 页码 6316-6321

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AMER CHEMICAL SOC
DOI: 10.1021/jo400691s

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  1. NSFC [21270255, 51273055, 20972041]
  2. Program for SRFDP [20124103110004]
  3. Program for CPSF [2011M500787]
  4. Program for PCS [IRT1126]

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In this work, the racernate and mesorner of the thiophene-based naphthalene-cored double helicenes (1) were obtained efficiently by one-pot photocyclization of 1,1,2,2-tetralcis(dithieno[2,3-b:3',2'-d]thiophen-2-yOethene in the presence of iodine in dry benzene. The structure of meso-la 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 enantiorners were characterized.

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