Triple Oxahelicene with Circularly Polarized Luminescence: Enhancing the Dissymmetry Factors via Helicene Subunit Multiplication
Fulin Zhoua, Zhenmei Huanga, Zhongyan Huangb, Rui Chenga, Yudong Yang, Jingsong Youa
Organic Leters. 2021, 23, 12, 4559–4563
The development of multiple heterohelicenes with a high luminescence dissymmetry factor (glum) is an appealing yet challenging task. Herein, we disclose the synthesis of a structurally unusual furan-based triple oxahelicene, which represents the first reported triple heterohelicene, via [2+2+2] cyclotrimerization/intramolecular dehydrogenative annulation. Compared to the reported double oxahelicene, the triple oxahelicene exhibits an improved glum value of 1.8 × 10–3, exemplifying the potential of the helicene subunit multiplication approach to enhance the glum of heterohelicenes.
Luminescence,Aromatic compounds,Polarity,Molecular structure,Chemical calculations