期刊文献+

苯丙氨酸铁卟啉配合物的合成及其催化环氧化性质

Synthesis and Catalytic Properties of Tailed Phenylalanine Porphyrin Iron Complex
下载PDF
导出
摘要 文章合成了两个新的手性卟啉配合物——尾式L(D)-苯丙氨酸铁卟啉,并通过紫外光谱和质谱对其结构进行了表征。利用这两个化合物进行了苯乙烯的催化环氧化研究,分别考察了不同溶剂和不同轴向配体的影响。实验结果显示尾式L(D)-苯丙氨酸铁卟啉催化苯乙烯氧化的产物不具有对映体选择性。在不同溶剂中的环氧化物产率:乙腈>二氯甲烷>甲醇。在不同轴向配体作用下的产率为:吡啶>4-硝基咪唑>咪唑。 Two new chiral porphyrin complexes named tail L (D) - phenylalanine iron(Ill) porphyrin were synthesized and characterized by mass spectrometry and ultraviolet-visible spectroscopy. Catalytic epoxidation of styrene with these iron porphyrins were investigated in different solvents and different axial ligands conditions. Experimental results showed tail L (D) - phenylalanine iron(Ill) porphyrin exhibited no enantioselectivity in the catalytic epoxidation of styrene. The epoxidation yield in different solvents flows an order of acetonitrile〉 dichloromethane 〉 methanol; while the yield order in the presence of different axial ligands is pyridine〉 4-nitro- imidazole〉 imidazole.
出处 《广东化工》 CAS 2012年第3期241-242,244,共3页 Guangdong Chemical Industry
基金 国家自然科学基金(20971046 21171057) 广东省自然科学基金(10351064101000000)
关键词 苯丙氨酸卟啉 苯乙烯 环氧化 轴向配体 phenylalanine porphyrin styrene: epoxidation: axial ligand
  • 相关文献

参考文献18

  • 1Ethirajan M,Chen Y H,Joshi P,et al.The role of porphyrin chemistry intumor imaging and photodynamic therapy[J].Chemical Society Reviews,2011,40:340-362.
  • 2Drain C M,Varotto A,Radivojevic I.Self-Organized PorphyrinicMaterials[J].Chemical Reviews,2009(109):1630-1658.
  • 3Che C M,Lo V K Y,Zhou C Y,et al.Selective functionalisation ofsaturated C–H bonds with metalloporphyrin catalysts[J].Chemical SocietyReviews,2011(40):1950-1975.
  • 4Thordarson P,Bijsterveld E J A,Rowan A E,et al.Epoxidation ofpolybutadiene by a topologically linked catalyst[J].Nature,2003(424):915-918.
  • 5Groves J T,Myers R S.Catalytic asymmetric epoxidations with chiral ironporphyrins[J].Journal of the American Chemical Society,1983(105):5791-5796.
  • 6Collman J P,Wang Z,Straumanis A,et al.An Efficient Catalyst forAsymmetric Epoxidation of Terminal Olefins[J].Journal of the AmericanChemical Society,1999(121):460-461.
  • 7Reginato G,Bari L D,Salvadori P,et al.Chiral AtropisomericMetalloporphyrins in the Enantioselective Styrene Epoxidation[J].EuropeanJournal of Organic Chemistry,2000(7):1165-1171.
  • 8Rose E,Ren Q Z,Andrioletti B.A Unique Binaphthyl StrappedIron–Porphyrin Catalyst for the Enantioselective Epoxidation of TerminalOlefins[J].Chemistry-A European Journal,2004(10):224-230.
  • 9Ren Q Z,Wang A Q,Liu S Y,et al.Asymmetric Epoxidation of TerminalOlefins with Binaphthyl Strapped Porphyrin Catalysts:(-(Stacking Interactionand Steric Effects on the Enantioselectivities[J].Chinese Journal ofChemistry,2009(27):895-899.
  • 10倪春林,王静秋,贾密英,秦子斌.单取代苯丙氨基酸卟啉配合物的催化性质研究[J].无机化学学报,1994,10(3):317-320. 被引量:20

二级参考文献19

  • 1王静秋,1992年
  • 2贾密英,硕士学位论文,1991年
  • 3王先元,化学学报,1987年,45卷,780页
  • 4黄素秋,高等学校化学学报,1983年,4卷,1期,381页
  • 5Mansuy D,Battioni P,Renaud J -P,et al.Asymmetric epoxidation of alkenes catalysed by a "basket-handle" iron-porphyrin bearing amino acid[].Journal of the Chemical Society Chemical Communications.1985
  • 6Groves J T,Myers R S.Catalytic asymmetric epoxidations with chiral iron porphyrins[].Journal of the American Chemical Society.1983
  • 7Collman J P,Gange R R,Halbert T R,et al.Reversible oxygen adduct formation in ferrous complexes derived from a "picket fence" porphyrin.A model for oxymyoglobin[].Journal of the American Chemical Society.1973
  • 8Hsu M -C,Woody R W.The origin of the heme cotton effects in myoglobin and hemoglobin[].Journal of the American Chemical Society.1971
  • 9Stephen M S.Molecular Optical Activity and the Chiral Discriminations[]..1982
  • 10McIntosh A R,Siemiarczuk A,Bolton J R,et al.Intramolecular photochemical electron transfer.1. EPR and optical absorption evidence for stabilized charge separation in linked porphyrin-quinone molecules[].Journal of the American Chemical Society.1983

共引文献34

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部