Journal
CHEMICAL SCIENCE
Volume 9, Issue 8, Pages 2284-2289Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7sc04722c
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Funding
- Research Grants Council of the Hong Kong Special Administration Region [14306114]
- NSFC/RGC Joint Research Scheme [N_CUHK442/14]
- Faculty of Science, CUHK
- Tertiary Education Services Office of Macau Special Administration
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Conjugation between a 3-D icosahedral carborane and a fused 2-D pi-ring system is ambiguous. To address this issue, we prepared several carborane-fused carbo- and heterocycles. Detailed studies on their molecular structures, NMR data, and NICS (nucleus-independent chemical shift) and ISE (isomerization stabilization energy) values as well as molecular orbital analyses clearly suggest the presence of (1) considerable aromatic character in the exo five-membered ring of carborane-fused carbo- and heterocycles and (2) considerable conjugation between a 3-D carborane and a fused 2-D pi-ring system. These results will shed some light on the design of new carborane-based materials.
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