Browse > Article
http://dx.doi.org/10.5012/bkcs.2011.32.8.2756

Preparation of New Binaphthol Derived Chiral Stationary Phases  

Zhang, Yi Jun (Department of Chemistry, Graduate School, Kyungpook National University)
Ryoo, Jae-Jeong (Department of Chemistry, Graduate School, Kyungpook National University)
Publication Information
Abstract
To develop more advanced binaphthol derived CSPs, two new 1,1-bi-2-naphthol derived chiral stationary phases (CSPs) (CSP 1 and CSP 2) were prepared by connecting with silica gel at a hydroxy (OH) group of binaphthol. Previously reported two 1,1'-binaphthyl-2,2'-diamine derived CSPs (CSP 3 and CSP 4) were also prepared to compare the role of their functional groups (-OH and -$NH_2$) with CSP 1 and CSP 2. Enantioseparation of randomly selected, 11 chiral compounds on these four CSPs was performed and the results compared to each other. 3,5-Dinitrobenzoyl (3,5-DNB) derivatives of each CSP showed better results than the others and binaphthyldiamine derived CSP showed slightly better than binaphthol derived one.
Keywords
Binaphthol chiral stationary phase; Enantioseparation;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By Web Of Science : 0  (Related Records In Web of Science)
Times Cited By SCOPUS : 0
연도 인용수 순위
1 Gopalaiah, K.; Kagan, H. B. Chem. Rev. 2011, 111, ASAP.
2 Pirkle, W. H.; Pochapsky, T. C. Chem. Rev. 1989, 89, 347-362.   DOI
3 Ryoo, J. J.; Armstrong, D. W. Bull. Korean Chem. Soc. 2007, 28, 2103-2106.   DOI   ScienceOn
4 Zhang, D.; Li, F.; Hyun, M. H. Pharmazie 2007, 62, 258-261.
5 Lu, Z.; Zhang, Y.; Wulff, W. D. J. Am. Chem. Soc. 2007, 129, 7185-7194.   DOI   ScienceOn
6 Noyori, R.; Tomino, I.; Yamada, M.; Nishizawa, M. J. Am. Chem. Soc. 1984, 106, 6717-6725.   DOI   ScienceOn
7 Bao, J.; Wulff, W. D.; Dominy, J. B.; Fumo, M. J.; Grant, E. B.; Rob, A. C.; Whitcomb, M. C.; Yeung, S. M.; Ostrander, R. L.; Rheingold, A. L. J. Am. Chem. Soc. 1996, 118, 3392-3405.   DOI   ScienceOn
8 Yoshihisa, S.; Tomohiko, Y.; Toshio, S. J. Chromatogr. A 1998, 813, 35-45.   DOI   ScienceOn
9 Guiochon, G.; Farkas, T.; Guan-Sajonz, H.; Koh, J. H.; Sarker, M.; Stanley, B. J.; Yun, T. J. Chromatogr. A 1997, 762, 83-88.   DOI   ScienceOn
10 Ryoo, J. J.; Kim, T. H.; Im, S. H.; Jeong, Y. H.; Park, J. Y.; Choi, S. H.; Lee, K. P.; Park, J. H. J. Chromatogr. A 2003, 987, 429-438.   DOI   ScienceOn
11 Uray, G.; Maier, N. M.; Niederreiter, K. S.; Spitaler, M. M. J. Chromatogr. A 1998, 799, 67-81.   DOI   ScienceOn
12 Lindner, W.; Uray, G.; Steiner, U. J. Chromatogr. A 1991, 553, 373-381.   DOI   ScienceOn
13 Gasparrini, F.; Misiti, D.; Villani, C. J. Chromatogr. A 2001, 906, 35-50.   DOI   ScienceOn