Synthesis and Chiroptical Properties of Hexa-, Octa-, and Deca-azaborahelicenes: Influence of Helicene Size and of the Number of Boron Atoms

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• 作者：Dr. Chengshuo Shen ; Dr. Monika Srebro-Hooper ; Marion Jean ; Dr. Nicolas Vanthuyne ; Dr. Loï ; c Toupet ; Prof. J. A. Gareth Williams ; Alexis R. Torres ; Adrian J. Riives ; Dr. Gilles Muller ; Prof. Jochen Autschbach and Dr. Jeanne Crassous
• 刊名：Chemistry - A European Journal
• 出版年：2017
• 出版时间：January 5, 2017
• 年：2017
• 卷：23
• 期：2
• 页码：407-418
• 全文大小：5408K
• ISSN：1521-3765

文摘

Four members of a new class of cycloborylated hexa-, octa-, and deca-helicenes (1 a–d) have been prepared in enantiopure form, along with two cycloplatinated deca-helicenes (1 d′, 1 d¹), further extending the family of cycloplatinated hexa- and octa-helicenes reported previously. The azabora[n]helicenes display intense electronic circular dichroism and large optical rotations; the dependence of the optical activity on the size of the helix (n=6, 8, 10) and the number of boron atoms (1 or 2) has been examined in detail both experimentally and theoretically. The photophysical properties (nonpolarized and circularly polarized luminescence) of these new fluorescent organic helicenes have been measured and compared with the corresponding organometallic phosphorescent cycloplatinated derivatives (1 a¹–d¹).