Citation: XU Feng, WAN Xiaolong, WANG Junfeng, KANG Jingwu. Enantioseparation of ferroence derivatives with high performance liquid chromatography[J]. Chinese Journal of Chromatography, ;2016, 34(1): 57-61. doi: 10.3724/SP.J.1123.2015.10002 shu

Enantioseparation of ferroence derivatives with high performance liquid chromatography

1.
1. State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China;
2.
2. Department of Chemistry and Chemical Engineering, Shaanxi Xueqian Normal University, Xi'an 710100, China

Corresponding author: KANG Jingwu,
Received Date: 7 October 2015

The method for the enantioseparation of ferroence derivatives, four derivatives with single chirality and three derivatives with double chiralities containing centre and face chirality, on chiral stationary phases, namely Chiralpak IC (cellulose-tris(3,5-dichlorobenzene carbamate)) and Chiralpak IE3 (amylose-tris(3,5-dichlorobenzene carbamate)), was investigated. We found that the three derivatives of the four chiral ferroence derivatives with single chirality can be baseline separated on Chiralpak IE3; another one can be baseline separated on Chiralpak IC. Meanwhile, the three chiral ferroence derivatives with double chiralities can be baseline separated on Chiralpak IC. The research shows that the both kinds of chiral stationary phases exhibited high enantiomeric recognition capability to the enantiomers of the chiral ferroence derivatives. This two chiral stationary phases exhibited complementary selectivities in the enantioseparation of chiral ferroence derivatives. This study provides a reference method for the enantioseparation of chiral ferroence derivatives.
1. [1]
  [1] Kealy T J, Pauson P L. Nature, 1951, 168: 1039
2. [2]
  [2] Gómez Arrayás R, Adrio J, Carretero J C. Angew Chem Int Ed, 2006, 45(46): 7674
3. [3]
  [3] Togni A, Breutel C, Spindler F, et al. J Am Chem Soc, 1994, 116(9): 4062
4. [4]
  [4] Ireland T, Grossheimann G, Wieser-Jeunesse C, et al. Angew Chem Int Ed, 1999, 38(21): 3212
5. [5]
  [5] Sturm T, Weissensteiner W, Spindler F. Adv Synth Catal, 2003, 345(1/2): 160
6. [6]
  [6] Sawamura M, Hamashima H, Sugawara M, et al. Organometallics, 1995, 14(10): 4549
7. [7]
  [7] Chen W, Spindler F, Pugin B, et al. Angew Chem Int Ed, 2013, 52(33): 8652
8. [8]
  [8] Chen W, McCormack P, Mohammed K, et al. Angew Chem Int Ed, 2007, 46(22): 4141
9. [9]
  [9] Ikai T, Okamoto Y. Chem Rev, 2009, 109(11): 6077
10. [10]
  [10] Cheng B, Xie Y F, Hu Y M, et al. Chinese Journal of Chromatography, 2015, 33(6): 647 成斌, 谢一凡, 胡优敏, 等. 色谱, 2015, 33(6): 647
11. [11]
  [11] Wang M. Chinese Journal of Chromatography, 2014, 32(2): 198 王敏. 色谱, 2014, 32(2): 198
12. [12]
  [12] Lin X J, Gong R J, Li P, et al. Chinese Journal of Chromatography, 2014, 32(8): 880 林小建, 龚如金, 李平, 等. 色谱, 2014, 32(8): 880
13. [13]
  [13] Luo A, Wan Q, Fan H J, et al. Chinese Journal of Chromatography, 2014, 32(9): 1013 罗安, 万强, 范华均, 等. 色谱, 2014, 32(9): 1013
14. [14]
  [14] Wang L P, Fan H J, Wu K H, et al. Chinese Journal of Chromatography, 2012, 30(12): 1265 王李平, 范华均, 巫坤宏, 等. 色谱, 2012, 30(12): 1265
15. [15]
  [15] Tu H S, Fan J, Tan Y, et al. Chinese Journal of Chromatography, 2014, 32(5): 452 涂鸿盛, 范军, 谭艺, 等. 色谱, 2014, 32(5): 452
16. [16]
  [16] Al-Othman Z A, Ali I, Asim M, et al. Comb Chem High Throughput Screen, 2012, 15(4): 339
17. [17]
  [17] Zhao Y F, Song J X, Sun J Y, et al. Chinese Journal of Chromatography, 2014, 32(8): 832 赵允凤, 宋佳新, 孙嘉仪, 等. 色谱, 2014, 32(8): 832
18. [18]
  [18] Sharp V S, Gokey M A, Wolfe C N, et al. J Chromatogr A, 2015, 1416: 83
19. [19]
  [19] Yashima E, Yamada M, Kaida Y, et al. J Chromatogr A, 1995, 694: 347
20. [20]
  [20] Okamoto Y, Kawashima M, Hatada K. J Am Chem Soc, 1984, 68(12): 3289
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