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Triplet Energy and π-Conjugation Effects on Photoisomerization of Chiral N,C-Chelate Organoborons with PAH Substituents

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2017

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Mellerup, Soren K.
Wang, Xiang
Wang, Suning

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https://doi.org/10.1021/acs.orglett.7b01724
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Organic Letters. 2017, 19(14), pp. 3851-3854. ISSN 1523-7060. eISSN 1523-7052. Available under: doi: 10.1021/acs.orglett.7b01724

Zusammenfassung

Chiral, PAH substituted N,C-chelate boron compounds are systematically investigated to establish the effect of triplet energy and substitution position on their photoreactivity. They all undergo regioselective photoisomerization, forming new dark isomers with quantum efficiencies reflecting these various factors. New PAH fused 4bH-azaborepins are obtained via thermal isomerization of the dark isomers. These results further implicate a photoactive triplet state in the photoisomerization process and its utility in achieving rare PAH-fused azaborepin-like heterocycles.

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ISO 690MELLERUP, Soren K., Lisa HÄFELE, Andreas LORBACH, Xiang WANG, Suning WANG, 2017. Triplet Energy and π-Conjugation Effects on Photoisomerization of Chiral N,C-Chelate Organoborons with PAH Substituents. In: Organic Letters. 2017, 19(14), pp. 3851-3854. ISSN 1523-7060. eISSN 1523-7052. Available under: doi: 10.1021/acs.orglett.7b01724
BibTex
@article{Mellerup2017Tripl-40517,
  year={2017},
  doi={10.1021/acs.orglett.7b01724},
  title={Triplet Energy and π-Conjugation Effects on Photoisomerization of Chiral N,C-Chelate Organoborons with PAH Substituents},
  number={14},
  volume={19},
  issn={1523-7060},
  journal={Organic Letters},
  pages={3851--3854},
  author={Mellerup, Soren K. and Häfele, Lisa and Lorbach, Andreas and Wang, Xiang and Wang, Suning}
}
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