Synthesis and Chiroptical Properties of Hexa-, Octa-, and Deca-azaborahelicenes: Influence of Helicene Size and of the Number of Boron Atoms - Archive ouverte HAL Access content directly
Journal Articles Chemistry - A European Journal Year : 2017

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

Abstract

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).
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Dates and versions

hal-01408590 , version 1 (03-02-2017)

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Chengshuo Shen, Monika Srebro-Hooper, Marion Jean, Nicolas Vanthuyne, Loic Toupet, et al.. Synthesis and Chiroptical Properties of Hexa-, Octa-, and Deca-azaborahelicenes: Influence of Helicene Size and of the Number of Boron Atoms. Chemistry - A European Journal, 2017, 23 (2), pp.407-418. ⟨10.1002/chem.201604398⟩. ⟨hal-01408590⟩
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