两个2,4-二羟基苯甲醛缩甘氨酸配合物的合成、结构及其对醇的选择性氧化催化（英文）
|
摘要
合成和表征了两个2,4-二羟基苯甲醛缩甘氨酸(H3L)席夫碱配合物[Cu(Py)_2(HL)](1)和[Zn(Py)_3(HL)]·2Py(Py=吡啶)(2),并通过X射线单晶衍射分析确定了其结构。配合物1通过分子间的O-H…O氢键形成了一维链状结构,配合物2通过分子间的OH…O和C-H…O氢键形成了二维网状结构。重要的是,配合物1在醇的选择性氧化反应中显示出了良好的催化效率(转化率高达94.8%,选择性高达98.3%)。
Two 2,4-dihydroxybenzaldehydeglycine(H_3L) Schiff base complexes: [Cu(Py)_2(HL)](1) and [Zn(Py)_3(HL)]·2Py(2)(Py=pyridine) have been synthesized and structurally characterized. The single crystal X-ray diffraction analysis reveals that the copper center in complex 1 is five-coordinated in a(O, N) fashion of a distorted square pyramidal geometry, while the zinc center in complex 2 possesses a normal octahedral geometry. Importantly,complex 1 exhibit excellent heterogeneous catalytic performance(Conversion: up to 94.8%; Selectivity: up to 98.3%)in the oxidation of aromatic alcohols using hydrogen peroxide as the oxidant.
Two 2,4-dihydroxybenzaldehydeglycine(H_3L) Schiff base complexes: [Cu(Py)_2(HL)](1) and [Zn(Py)_3(HL)]·2Py(2)(Py=pyridine) have been synthesized and structurally characterized. The single crystal X-ray diffraction analysis reveals that the copper center in complex 1 is five-coordinated in a(O, N) fashion of a distorted square pyramidal geometry, while the zinc center in complex 2 possesses a normal octahedral geometry. Importantly,complex 1 exhibit excellent heterogeneous catalytic performance(Conversion: up to 94.8%; Selectivity: up to 98.3%)in the oxidation of aromatic alcohols using hydrogen peroxide as the oxidant.
引文
[1]Guo P,Dutta D,Wong-Foy A G,et al.J.Am.Chem.Soc.,2015,137:2651-2657
[2]Manna P,Das S K.Cryst.Growth Des.,2015,15:1407-1421
[3]Kakati N,Maiti J,Lee S H,et al.Chem.Rev.,2014,114:12397-12429
[4]Chang M C,Lu W Y,Chang H Y,et al.Inorg.Chem.,2015,54:11292-11298
[5]Wang W M,Zhang H X,Wang S Y,et al.Inorg.Chem.,2015,54:10610-10622
[6]Tabthong S,Nanok T,Sumrit P,et al.Macromolecules,2015,48:6846-6861
[7]Bassolino G,Sovdat T,Duarte A S,et al.J.Am.Chem.Soc.,2015,137:12434-12437
[8]Huang N,Zhang S,Yang L,et al.ACS Appl.Mater.Interfaces,2015,7:17935-17946
[9]Gao F,Yang F L,Zhu G Z,et al.Dalton Trans.,2015,44:20232-20241
[10]Kong W L,Wang Z X.Dalton Trans.,2014,43:9126-9135
[11]Liu Q,Yang X,Huang Y,et al.Energy Environ.Sci.,2015,8:3204-3207
[12]Hazra S,Martins L M D R S,Fátima M,et al.RSC Adv.,2015,5:90079-90088
[13]Leenders S H A M,Gramage-Doria R,Bruin B,et al.Chem.Soc.Rev.,2015,44:433-448
[14]Buchwald J R,Kal S,Dinolfo P H.J.Phys.Chem.C,2014,118:25869-25877
[15]Lu Z,Zhang D,Gao S,et al.Inorg.Chem.Commun.,2005,8:746-750
[16]Sheldrick G M.SHELXS-97,Program for Crystal Structure Solution,G觟ttingen University,Germany,1997.
[17]Sheldrick G M.SHELXL-97,Program for Crystal Structure Refinement,G觟ttingen University,Germany,1997.
[18]Addison A W,Rao T N,Reedijk J,et al.J.Chem.Soc.Dalton Trans.,1984,7:1349-1356
[19]Gou Y,Yu M,Li Y.Inorg.Chim.Acta,2013,404:224-229
[20]Lenoir D.Angew.Chem.,Int.Ed.,2006,45:3206-3210
[21]Guo Z,Liu B,Zhang Q,et al.Chem.Soc.Rev.,2014,43:3480-3524
[22]Ryland B L,Stahl S S.Angew.Chem.Int.Ed.,2014,53:8824-8838
[23]Richardson R D,Wirth T.Angew.Chem.Int.Ed.,2006,45:4402-4404
[24]Uyanik M,Ishihara K.Chem.Commun.,2009,16:2086-2099
[25]Uyanik M,Akakura M,Ishihara K.J.Am.Chem.Soc.,2009,131:251-262
[26]Jia A,Lou L L,Zhang C,et al.J.Mol.Catal.A:Chem.,2009,306:123-129
[27]Parihar S,Jadeja R N,Gupta V K.RSC Adv.,2014,4:10295-10302
[28]Bansal V K,Thankachan P P,Prasad R.Appl.Catal.A,2010,381:8-17
[29]Kato C N,Hasegawa M,Sato T,et al.J.Catal.,2005,230:226-236
[30]Yamaguchi K,Mizuno N.Angew.Chem.Int.Ed.,2002,41:4538-4542
[31]Klinman J P.Chem.Rev.,1996,96:2541-2561
[32]Ahmad J U,Raisanen M T,Leskel M,et al.Appl.Catal.A:Gen.,2012,411-412:180-187
[33]Corma A,Esteve P,Martinez A.Appl.Catal.A,1996,143:87-100
[34]Chen B,Huang X,Wang B,et al.Chem.Eur.J.,2013,19:4408-4413
[2]Manna P,Das S K.Cryst.Growth Des.,2015,15:1407-1421
[3]Kakati N,Maiti J,Lee S H,et al.Chem.Rev.,2014,114:12397-12429
[4]Chang M C,Lu W Y,Chang H Y,et al.Inorg.Chem.,2015,54:11292-11298
[5]Wang W M,Zhang H X,Wang S Y,et al.Inorg.Chem.,2015,54:10610-10622
[6]Tabthong S,Nanok T,Sumrit P,et al.Macromolecules,2015,48:6846-6861
[7]Bassolino G,Sovdat T,Duarte A S,et al.J.Am.Chem.Soc.,2015,137:12434-12437
[8]Huang N,Zhang S,Yang L,et al.ACS Appl.Mater.Interfaces,2015,7:17935-17946
[9]Gao F,Yang F L,Zhu G Z,et al.Dalton Trans.,2015,44:20232-20241
[10]Kong W L,Wang Z X.Dalton Trans.,2014,43:9126-9135
[11]Liu Q,Yang X,Huang Y,et al.Energy Environ.Sci.,2015,8:3204-3207
[12]Hazra S,Martins L M D R S,Fátima M,et al.RSC Adv.,2015,5:90079-90088
[13]Leenders S H A M,Gramage-Doria R,Bruin B,et al.Chem.Soc.Rev.,2015,44:433-448
[14]Buchwald J R,Kal S,Dinolfo P H.J.Phys.Chem.C,2014,118:25869-25877
[15]Lu Z,Zhang D,Gao S,et al.Inorg.Chem.Commun.,2005,8:746-750
[16]Sheldrick G M.SHELXS-97,Program for Crystal Structure Solution,G觟ttingen University,Germany,1997.
[17]Sheldrick G M.SHELXL-97,Program for Crystal Structure Refinement,G觟ttingen University,Germany,1997.
[18]Addison A W,Rao T N,Reedijk J,et al.J.Chem.Soc.Dalton Trans.,1984,7:1349-1356
[19]Gou Y,Yu M,Li Y.Inorg.Chim.Acta,2013,404:224-229
[20]Lenoir D.Angew.Chem.,Int.Ed.,2006,45:3206-3210
[21]Guo Z,Liu B,Zhang Q,et al.Chem.Soc.Rev.,2014,43:3480-3524
[22]Ryland B L,Stahl S S.Angew.Chem.Int.Ed.,2014,53:8824-8838
[23]Richardson R D,Wirth T.Angew.Chem.Int.Ed.,2006,45:4402-4404
[24]Uyanik M,Ishihara K.Chem.Commun.,2009,16:2086-2099
[25]Uyanik M,Akakura M,Ishihara K.J.Am.Chem.Soc.,2009,131:251-262
[26]Jia A,Lou L L,Zhang C,et al.J.Mol.Catal.A:Chem.,2009,306:123-129
[27]Parihar S,Jadeja R N,Gupta V K.RSC Adv.,2014,4:10295-10302
[28]Bansal V K,Thankachan P P,Prasad R.Appl.Catal.A,2010,381:8-17
[29]Kato C N,Hasegawa M,Sato T,et al.J.Catal.,2005,230:226-236
[30]Yamaguchi K,Mizuno N.Angew.Chem.Int.Ed.,2002,41:4538-4542
[31]Klinman J P.Chem.Rev.,1996,96:2541-2561
[32]Ahmad J U,Raisanen M T,Leskel M,et al.Appl.Catal.A:Gen.,2012,411-412:180-187
[33]Corma A,Esteve P,Martinez A.Appl.Catal.A,1996,143:87-100
[34]Chen B,Huang X,Wang B,et al.Chem.Eur.J.,2013,19:4408-4413