| Study of chiral recognition mechanism of O,O-diethyl (p-methylbenzenesulfonamindo)-aryl(alkyl)-methylphosphonates by HPLC with a series of CSPs |
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| 引用本文： | 杨国生,戴庆,高如瑜,王琴孙,沈含熙. Study of chiral recognition mechanism of O,O-diethyl (p-methylbenzenesulfonamindo)-aryl(alkyl)-methylphosphonates by HPLC with a series of CSPs[J]. 中国化学, 1998, 16(3): 243-249. DOI: 10.1002/cjoc.19980160308 |
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| 作者姓名： | 杨国生 戴庆 高如瑜 王琴孙 沈含熙 |
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| 作者单位： | Department of Chemistry，Shandong University，Jinan，Shandong 250100，China，National Laboratory of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China，National Laboratory of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China，National Laboratory of Elemento-Organic Chemistry，Nankai University，Tianjin 300071，China，Deportment of Chemistry，Nankai University，Tianjin 300071，China |
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| 基金项目： | Project supported by the National Natural Science Foundation of China. |
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| 摘 要： | Five chiral stationary phases (CSPs) were used to separate the enantiomers of a series of O,O-diethyl (p-methyl-benzenesulfonamindo)- aryl(alkyl)-methylphosphonates. A chiral recognition mechanism was presented to explain the resolution of these compounds. Results show that CSP with strong π-acceptor 3,5-dinitrobenzoyl group and high steric hindrance has the best resolution ability in chiral separation of O,O-diethyi (p-methyl-benzenesulfonamindo)- aryl(alkyl)-methylphosphonates. When a CSP has just a strong π-acceptor 3,5-dinitrobenzoyl or high steric hindrance it does not have good chiral resolution ability. The chiral recognition is more difficult when the CSP has more than one asymmetric center.
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Study of chiral recognition mechanism of O,O-diethyl (p-methylbenzenesulfonamindo)-aryl(alkyl)-methylphosphonates by HPLC with a series of CSPs |
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| YANG,Guo-Sheng. Study of chiral recognition mechanism of O,O-diethyl (p-methylbenzenesulfonamindo)-aryl(alkyl)-methylphosphonates by HPLC with a series of CSPs[J]. Chinese Journal of Chemistry, 1998, 16(3): 243-249. DOI: 10.1002/cjoc.19980160308 |
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| Authors: | YANG Guo-Sheng |
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| Affiliation: | YANG,Guo-ShengDepartment of Chemistry,Shandong University,Jinan,Shandong 250100,ChinaDAI,Qing GAO,Ru-Yu WANG,Qin-SunNational Laboratory of Elemento-Organic Chemistry,Nankai University,Tianjin 300071,ChinaSHEN,Han-XiDeportment of Chemistry,Nankai University,Tianjin 300071,China |
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| Abstract: | Five chiral stationary phases (CSPs) were used to separate the enantiomers of a series of O,O-diethyl (p-methyl-benzenesulfonamindo)-aryl(alkyl)-methylphosphonates. A chiral recognition mechanism was presented to explain the resolution of these compounds. Results show that CSP with strong π-acceptor 3,5-dinitrobenzoyl group and high steric hindrance has the best resolution ability in chiral separation of O,O-diethyl (p-methylbenzenesulfonamindo)-aryl(alkyl)-methylphosphonates. When a CSP has just a strong π-acceptor 3,5-dinitrobenzoyl or high steric hindrance it does not have good chiral resolution ability. The chiral recognition is more difficult when the CSP has more than one asymmetric center. |
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| Keywords: | Chiral stationary phases (CSPs) chiral recognition mechanism enantiomeric separation |
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