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Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Furan-containing double tetraoxa[7]helicene and its radical cation
Hao Chang1, Haoliang Liu, Evgenia Dmitrieva
1College of Chemistry and Chemical Engineering, Central South University, Changsha, Hunan 410083, P. R. China. penghongjian@csu.edu.cn huyunbin@csu.edu.cn.
Abstract:
An unprecedented furan-based double oxa[7]helicene 1 was achieved, featuring a stable twisted conformation with π-overlap at both helical ends. The excellent conformational stability allowed for optical resolution of 1, which provided a pair of enantiomers exhibiting pronounced mirror-imaged circular dichroism and circularly polarized luminescence activity. The radical cation of 1 was obtained by chemical oxidation as evidenced by UV-Vis-NIR absorption, electron paramagnetic resonance spectroscopy and in situ spectroelectrochemistry. The present work is the starting point for the investigation of open-shell oxahelicenes.
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