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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)
  • Dr. Chengshuo Shen, Institut des Sciences Chimiques de Rennes
  • Dr. Monika Srebro-Hooper, Jagiellonian University, Poland
  • Marion Jean, Aix Marseille Université
  • Dr. Nicolas Vanthuyne, Aix Marseille University
  • Dr. Loïc Toupet, Institut des Sciences Chimiques de Rennes
  • Prof. J. A. Gareth Williams, University of Durham
  • Alexis R. Torres, San José State University
  • Adrian J. Riives, San Jose State University
  • Gilles Muller, San Jose State University
  • Prof. Jochen Autschbach, University at Buffalo - State University of New York
  • Dr. Jeanne Crassous, Institut des Sciences Chimiques de Rennes
Abstract
Four members of a new class of cycloborylated hexa-, octa-, and deca-helicenes (1 ad) 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 a1d1).
Disciplines
Publication Date
2017
DOI
10.1002/chem.201604398
Citation Information
Chengshuo Shen, Monika Srebro-Hooper, Marion Jean, Nicolas Vanthuyne, 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 Vol. 23 Iss. 2 (2017) p. 407 - 418
Available at: http://works.bepress.com/gilles_muller/66/