Journal
CHEMISTRY LETTERS
Volume 47, Issue 6, Pages 806-809Publisher
CHEMICAL SOC JAPAN
DOI: 10.1246/cl.180203
Keywords
Asymmetric synthesis; Rhodium catalysis; Axial chirality
Categories
Funding
- ACT-C from Japan Science and Technology Agency (JST), Japan [JPMJCR1122YR]
- Japan Society for the Promotion of Science (JSPS), Japan [JP26102004]
- JSPS research fellowship for young scientists [15J08332]
- Grants-in-Aid for Scientific Research [15J08332, 26102004] Funding Source: KAKEN
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The asymmetric synthesis of configurationally stable oxygen-linked Gethnder-type p-terphenyls has been achieved via the rhodium-catalyzed diastereoselective intramolecular double [2+2+2] cycloaddition of chiral propargylic alcohol-derived hexaynes. Centrochirality of the chiral hexaynes induced the axial chirality to give the Gethnder-type p-terphenyls as single stereoisomers. Photophysical and chiroptical properties of the thus synthesized Gethnder-type p-terphenyls were examined, which revealed that the di-n-butyl- and diphenyl-substituted one shows efficient ultraviolet emission and a relatively large absorption dissymmetry ratio.
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