期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 2, 页码 645-652出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02469
关键词
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资金
- JSPS [15K07874, 15K18839]
- Grants-in-Aid for Scientific Research [15K18839, 15K07874] Funding Source: KAKEN
The absolute configurations of simple alkyl-substituted chiral epoxides not bearing other ligating groups are readily determined via the exciton-coupled circular dichroism (ECCD) protocol using bidentate bis(zinc porphyrin) host system BP1 as a CD-sensitive chirality probe. In this situation, chiral epoxides can successfully be incorporated into the cleft of V-shaped host BP1 by double coordination of both oxygen lone pairs of the guest to the two central zinc ions of the host. We also propose a working model based on an MM2 optimized structure of the substrates that enables nonempirical prediction of the chirality of the bound epoxide.
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