期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 82, 期 21, 页码 11383-11390出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b01801
关键词
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资金
- Fundacao para a Ciencia e a Tecnologia [PTDC/QUI/69858/2006]
- Fundação para a Ciência e a Tecnologia [PTDC/QUI/69858/2006] Funding Source: FCT
Three novel tetra(thio)ureido dihomooxacalix[4]arene anion receptors (phenylurea 4a, phenylthiourea 4b, and tert-butylurea 4c) were synthesized and obtained in the cone conformation in solution, as shown by NMR studies. The X-ray crystal structure of 4c is reported. The host guest properties of these receptors toward several anions were investigated by H-1 NMR titrations. Phenylurea 4a displayed a very efficient binding toward the spherical F- and Cl- anions, and the linear CN- (log K-ass = 3.46, 3.50, and 4.02, respectively). In comparison to related bidentate phenylurea dihomooxacalix[4]arenes, tetraphenylurea 4a is more preorganized and the higher number of hydrogen bond donor sites provides a remarkable enhancement of its binding efficiency.
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