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催化学报  2014 

可调苯氧基修饰的聚(苯乙烯-苯乙烯基膦酸)-磷酸氢锆固载手性MnⅢ(Salen)高效催化烯烃环氧化

DOI: 10.1016/S1872-2067(14)60064-4, PP. 1446-1455

Keywords: 聚(苯乙烯基-苯乙烯膦酸)-磷酸氢锆,手性Jacobsen催化剂,可调变苯氧链接基团,不对称非均相环氧化

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Abstract:

?使用不同空间位阻的苯氧链接手臂修饰的聚(苯乙烯基-苯乙烯膦酸)-磷酸氢锆轴向固载手性MnⅢ(Salen)催化剂(Cat1-Cat3),随后在间氯过氧苯甲酸(m-CPBA)为氧化剂的体系中考察了固载催化剂的催化性能.同时,在相同氧化体系下测试了一系列均相催化剂类似物(Cat4-Cat6).结果表明,在非均相条件下,可调变苯氧链接手臂的邻位取代基对催化剂活性起着重要作用,环氧化产物的对映选择性随着取代基位阻的增加而增大,但产物转化率有一定程度下降.此外,非均相催化剂即使在没有轴向助剂的参与下(通常需要添加,为了增大催化活性)仍然表现出非常高的催化活性,尤其对α-甲基苯乙烯反应,其对映选择性从6.8%增加到76.8%,转化率从19.8%上升到90.7%.制备的非均相催化剂11次的循环使用实验表明,在前5次使用后催化剂活性与对映选择性没有明显变化.

References

[1]  Zhang W, Loebach J L, Wilson S R, Jacobsen E N. J Am Chem Soc, 1990, 112: 2801
[2]  Baleizo C, Garcia H. Chem Rev, 2006, 106: 3987
[3]  Xu G J, Wei S L, Fan Y G, Zhu L B, Tang Y H, Zheng Y S. Chin J Catal (徐国津, 魏赛丽, 樊颖果, 朱丽波, 唐玉海, 郑元锁. 催化学报), 2012, 33: 473
[4]  Ye Y J, Huang J W, Cai J H, Wu W H, Yu H C, Zhou X T, Ji H B, Ji H N. Chin J Catal (叶元坚, 黄锦汪, 蔡金华, 吴文海, 余汉城, 周贤太, 纪红兵, 计亮年. 催化学报), 2010, 31: 1507
[5]  Zheng X L, Jones C W, Weck M. J Am Chem Soc, 2007, 129: 1105
[6]  White D E, Jacobsen E N. Tetrahedron: Asymmetry, 2003, 14: 3633
[7]  Bai R F, Fu X K, Bao H B, Ren W S. Catal Commun, 2008, 9: 1588
[8]  Zou X C, Shi K Y, Chen S C, Fu X K. Chem J Chin Univ (邹晓川, 石开云, 陈绍成, 傅相锴. 高等学校化学学报), 2013, 34: 2319
[9]  Gong B W, Fu X K, Chen J X, Li Y D, Zou X C, Tu X B, Ma L P. J Catal, 2009, 262: 9
[10]  Palucki M, McCormick G J, Jacobsen E N. Tetrahedron Lett, 1995, 36: 5457
[11]  Zhang H D, Zhang Y M, Li C. Tetrahedron: Asymmetry, 2005, 16: 2417
[12]  Xiang S, Zhang Y L, Xin Q, Li C. Chem Commun, 2002: 2696.
[13]  Lou L L, Yu K, Ding F, Peng X J, Dong M M, Zhang C, Liu S X. J Catal, 2007, 249: 102
[14]  Domenech A, Formentin P, Garcia H, Sabater M J. Eur J Inorg Chem, 2000:1339
[15]  Han D F, Yang Q H, Li C. Chin J Catal (韩涤非, 杨启华, 李灿. 催化学报), 2008, 29: 789
[16]  Liao S H, List B. Angew Chem Int Ed, 2010, 49: 628
[17]  Huang X M, Fu X K, Wu X J, Jia Z Y. Tetrahedron Lett, 2013, 54: 4041
[18]  Jacobsen E N, Zhang W, Muci A R, Ecker J R, Deng L. J Am Chem Soc, 1991, 113: 7063
[19]  Hosoya N, Hatayama A, Irie R, Sasaki H, Katsuki T. Tetrahedron, 1994, 50: 4311
[20]  Kamata K, Yonehara K, Sumida Y, Yamaguchi K, Hikichi S, Mizuno N. Science, 2003, 300: 964
[21]  Heitbaum M, Glorius F, Escher I. Angew Chem Int Ed, 2006, 45: 4732.
[22]  Fraile J M, Garcia J I, Mayoral J A. Chem Rev, 2009, 109: 360
[23]  Breinbauer R, Jacobsen E N. Angew Chem Int Ed, 2000, 39: 3604
[24]  Tian P, Gao B J, Chen Y J. Chin J Catal (田鹏, 高保娇, 陈英军. 催化学报), 2011, 32: 483
[25]  Notestein J M, Katz A. Chem Eur J, 2006, 12: 3954
[26]  Ren W S, Fu X K, Bao H B, Bai R F, Ding P P, Sui B L. Catal Commun, 2009, 10: 788
[27]  Ren W S, Fu X K. J Mol Catal A, 2009, 312: 40
[28]  Zou X C, Chen S C, Ren Y R, Shi K Y, Li J, Fu X K. Sci China Chem, 2012, 55: 2396
[29]  Zou X C, Fu X K, Li Y D, Tu X B, Fu S D, Luo Y F, Wu X J. Adv Synth Catal, 2010, 352: 163
[30]  Palucki M, Pospisil P J, Zhang W, Jacobsen E N. J Am Chem Soc, 1994, 116: 9333
[31]  Nowak D M, Lansbury P T. Tetrahedron, 1998, 54: 319
[32]  Wang D P, Wang M, Wang X N, Chen Y G, Gao A P, Sun L C. J Catal, 2006, 237: 248
[33]  Kureshy R I, Ahamd I, Khan N H, Abdi S H R, Singh S, Pandia P H, Jasra R V. J Catal, 2005, 235: 28
[34]  Malek K, Li C, van Santen R A. J Mol Catal A, 2007, 271: 98
[35]  Zheng X L, Jones C W, Weck M. Adv Synth Catal, 2008, 350: 255
[36]  Minutolo F, Pini D, Petri A, Salvadori P. Tetrahedron: Asymmetry, 1996, 7: 2293
[37]  Zhang H D, Xiang S, Li C. Chem Commun, 2005: 1209
[38]  Li Z, Xia C G, Zhang X M. J Mol Catal A, 2002, 185: 47

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