Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 23, Issue 2, Pages 407-418Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201604398
Keywords
boron; circular dichroism; helicenes; luminescence; quantum-chemical calculations
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Funding
- Ministere de l'Education Nationale, de la Recherche et de la Technologie
- Centre National de la Recherche Scientifique (CNRS)
- ANR [12-BS07-0004-METALHEL-01]
- CHIRAFUN CNRS network
- IAL (CNRS) Rennes-Durham
- Ministry of Science and Higher Education in Poland
- National Science Foundation [CHE 1560881, 1265833]
- NIH, Minority Biomedical Research Support [1 SC3 GM089589-07]
- Henry Dreyfus Teacher-Scholar Award
- SJSU RISE program (NIH) [5R25GM71381]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1265833] Funding Source: National Science Foundation
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1560881] Funding Source: National Science Foundation
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Four members of a new class of cycloborylated hexa-, octa-, and deca-helicenes (1a-d) have been prepared in enantiopure form, along with two cycloplatinated decahelicenes (1d', 1d(1)), 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 (1a(1)-d(1)).
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