Journal
TETRAHEDRON LETTERS
Volume 61, Issue 30, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2020.152143
Keywords
Helicene; N-heterocyclic carbenes; Catalyst design; Electronic properties; Computational chemistry
Categories
Funding
- National Science Foundation [CHE1461196]
- Florida Institute of Technology
- Agilent Technologies
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Helical-chiral analogues of imidazopyridine-2-yilidene were synthesized from 2-aza[6]helicene. The energies of their frontier orbitals were analyzed by the density functional theory calculations. The exceedingly large extension of NHC's pi system by helicene annelation significantly enhanced the pi electron-accepting properties of the carbene center while the strong sigma electron-donating properties of imidazopyridine-2-yilidenes were retained. (C) 2020 Elsevier Ltd. All rights reserved.
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