期刊信息

  • 刊名: 河北师范大学学报(自然科学版)Journal of Hebei Normal University (Natural Science)
  • 主办: 河北师范大学
  • ISSN: 1000-5854
  • CN: 13-1061/N
  • 中国科技核心期刊
  • 中国期刊方阵入选期刊
  • 中国高校优秀科技期刊
  • 华北优秀期刊
  • 河北省优秀科技期刊

基于丙氨酸衍生物的2种Cu(Ⅱ)手性配合物的合成、晶体结构及电化学性质

  • (河北师范大学 化学与材料科学学院,石家庄 050024)
  • DOI: 10.13763/j.cnki.jhebnu.nse.202503004

Syntheses,Crystal Structures and Electrochemical Properties of Two Cu(Ⅱ) Chiral Complexes Based on Alanine Derivatives

摘要/Abstract

摘要:

N-(4-羧基)苯甲酰基-D-丙氨酸(D-H2pmala)为主配体,合成了2种Cu(Ⅱ)手性配合物[Cu2(D-pmala)2(5,5′-DM-2,2′-bipy)2(H2O)]n(1)(DM=二甲基,bipy=联吡啶)和{[Cu2(D-pmala)2(bpp)4]·H2O}n (2)(bpp=1,3-双(4-吡啶基)丙烷),并对其进行了元素分析(EA)、红外光谱(IR)、粉末X射线衍射(PXRD)、热重分析(TG)、圆二色光谱(CD)及单晶X射线衍射(SXRD)表征.结果表明:配合物1为单斜晶系,P21手性空间群,呈一维右手螺旋链结构;配合物2为三斜晶系,P1手性空间群,呈一维双链结构;2者均在氢键作用下拓展为三维超分子结构,不同的含氮辅助配体对配合物的结构有重要影响;2种配合物均表现出良好的电化学氧化还原行为.

Abstract:

By using N-(4-carboxyl)benzoyl-D-alanine(D-H2pmala) as main ligand,two Cu(Ⅱ)chiral complexes,[Cu2(D-pmala)2(5,5′-DM-2,2′-bipy)2(H2O)]n(1)(DM=dimethyl,bipy=bipyridine)and {[Cu2(D-pmala)2(bpp)4]·H2O}n (2)(bpp=1,3-bis(4-pyridyl)propane) were synthesized.The two complexes were characterized by elemental analysis(EA),infrared spectroscopy(IR),powder X-ray diffraction(PXRD),thermogravimetric analysis(TG),circular dichroism spectra(CD) and single crystal X-ray diffraction(SXRD).The results showed that complex 1 crystallized in monoclinic crystal system with P21 chiral space group and displayed a one-dimensional right-hand spiral chain structure.Complex 2 crystallized in triclinic crystal system with P1 chiral space group and showed a one-dimensional double-chain structure.Both complexes are further expanded into three-dimensional supramolecular structures by the hydrogen bonding.The structural analyses indicates that different N-containing ancillary ligands have a subtle effect on the final structure.Both complexes exhibit good electrochemical redox behavior.

参考文献 23

  • [1] TAY H M,HUA C.Co(Ⅱ) Coordination Polymers Constructed from a Bent Chiral Linker:Influencing Framework Topology Using Co-ligands[J].CrystEngComm,2020,22(40):6690-6698.doi:10.1039/d0ce01172j
  • [2] PAN M,SHAO Y B,ZHAO Q,et al.Asymmetric Synthesis of N—N Axially Chiral Compounds by Phase-transfer-catalyzed Alkylations[J].Org Lett,2022,24(1):374-378.doi:10.1021/acs.orglett.1c04028
  • [3] YU L,LI W H,TAPDARA A,et al.Chiral Gold Complex Catalyzed Cycloisomerization/regio- and Enantioselective Nitroso-Diels-Alder Reaction of 1,6-diyne Esters with Nitrosobenzenes[J].ACS Catal,2022,12(12):7288-7299.doi:10.1021/acscatal.2c01680
  • [4] SHAHID N,BURROWS K E,PASK C M,et al.Heteroleptic Iron(Ⅱ) Complexes of Chiral 2,6-bis(oxazolin-2-yl)-pyridine(PyBox) and 2,6-bis(thiazolin-2-yl)pyridine Ligands:The Interplay of Two Different Ligands on the Metal Ion Spin Sate[J].Dalton Trans,2022,51(11):4262-4274.doi:10.1039/d2dt00393g
  • [5] MARYDASAN B,SURYALETHA K,LENA A M,et al.Chiral Nanostructures Derived from Europium(Ⅲ) Complexes for Enhanced Circularly Polarised Luminescence and Antibacterial Activity[J].J Mater Chem C,2022,10(37):13954-13963.doi:10.1039/d2tc02193e
  • [6] CARRASCO C J,MONTILLA F,ALVAREZ E,et al.Chirality Influence on the Cytotoxic Properties of Anionic Chiral Bis(N-heterocyclic Carbene)silver Complexes[J].J Inorg Biochem,2022,235:111924.doi:10.1016/j.jinorgbio.2022.111924
  • [7] XIONG K,OUYANG C,LIU J Q,et al.Chiral RuⅡ-PtⅡ Complexes Inducing Telomere Dysfunction Against Cisplatin-resistant Cancer Cells[J].Angew Chem Int Ed,2022,61(33):e202204866.doi:10.1002/anie.202204866
  • [8] NAIM A,BOUHADJA Y,CORTIJO M,et al.Design and Study of Structural Linear and Nonlinear Optical Properties of Chiral [Fe(phen)3]2+ Complexes[J].Inorg Chem,2018,57(23):14501-14512.doi:10.1021/acs.inorgchem.8b01089
  • [9] RIGAMONTI L,FORNI A,CARIATI E,et al.Solid-state Nonlinear Optical Properties of Mononuclear Copper(Ⅱ) Complexes with Chiral Tridentate and Tetradentate Schiff Base Ligands[J].Materials,2019,12(21):3595-4013.doi:10.3390/ma12213595
  • [10] YU M X,LIU C P,ZHAO Y F,et al.White-light Emission and Circularly Polarized Luminescence from a Chiral Copper(Ⅰ) Coordination Polymer Through Symmetry-breaking Crystallization[J].Angew Chem Int Ed,2022,61(22):e202201590.doi:10.1002/anie.202201590
  • [11] MUKHERJEE N,MONDAL B,SAHA T N,et al.Palladium,Iridium,and Rhodium Complexes Bearing Chiral N-heterocyclic Carbene Ligands Applied in Asymmetric Catalysis[J].Appl Organomet Chem,2022,38(6):e6794.doi:10.1002/aoc.6794
  • [12] 李思浓,赵美红,宋会花.基于D(-)/L(+)-对羟基苯甘氨酸配体的镉配合物的合成、结构及荧光识别性能[J].河北师范大学学报(自然科学版),2022,46(3):282-291.doi:10.13763/j.cnki.jhebnu.nse.202203011 LI Sinong,ZHAO Meihong,SONG Huihua.Synthesis,Structure and Fluorescence Recognition Performance of Cadmium Coordination Compounds Based on D(-)/L(+)-4-hydroxyphenylglycine Ligand[J].Journal of Hebei Normal University(Natural Science),2022,46(3):282-291.
  • [13] ZILBERG R A,BERESTOVA T V,GIZATOV R R,et al.Chiral Selectors in Voltammetric Sensors Based on Mixed Henylalanine/alanine Cu(Ⅱ) and Zn(Ⅱ) Complexes[J].Inorganics,2022,10(8):117.doi:10.3390/inorganics10080117
  • [14] LEE H Y,PARK J,LAH M S,et al.One-dimensional Double Helical Structure and 4-fold Type [2+2] Interpenetration of Diamondoid Networks with Helical Fashion[J].Cryst Growth Des,2008,8(2):587-591.doi:10.1021/cg7007232
  • [15] TAY H M,HUA C.Chiral Cd(Ⅱ) Coordination Polymers Based on Amino Acid Derivatives:The Effect of Side Chain on Structure[J].Cryst Growth Des,2020,22(9):5843-5853.doi:10.1021/acs.cgd.0c00468
  • [16] 朱小明,冯泳兰,张复兴,等.双核铜(Ⅱ)配合物{[Cu(Phen)(Nap)2]2·(EtOH)2·(H2O)2}(Phen=1,10-菲咯啉,Nap=1-萘甲酸,EtOH=乙醇)的合成、晶体结构及性质[J].应用化学,2016,33(8):932-938.doi:10.11944/j.issn.1000-0518.2016.08.150402 ZHU Xiaoming,FENG Yonglan,ZHANG Fuxing,et al.Synthesis,Crystal Structure and Properties of Dinuclear Copper(Ⅱ) Complex {[Cu(Phen)(Nap)2]2·(EtOH)2·(H2O)2}(Phen=1,10-phenanthroline,Nap=1-naphthoic Acid,EtOH=Ethyl Alcohol)[J].Chinese Journal of Applied Chemistry,2016,33(8):932-938.
  • [17] SHELDRICK G M.SHELXT-integrated Space-group and Crystal-structure Determination[J].Acta Crystallogr C,2015,71:3-8.doi:10.1107/S2053273314026370
  • [18] SHELDRICK G M.Crystal Structure Refinement with SHELXL[J].Acta Crystallogr C,2015,71:3-8.doi:10.1107/S2053229614024218
  • [19] BISWAS C,DREW M G B,ESTRADER M,et al.Copper(Ⅱ) Complexes of Mono-anionic Glutamate:Anionic Influence in the Variations of Molecular and Supramolecular Structures[J].Dalton Trans,2009,25:5015-5022.doi:10.1039/b906015d
  • [20] JASSAL A K.Advances in Ligand-unsupported Argentophilic Interactions in Crystal Engineering:An Emerging Platform for Supramolecular Architectures[J].Inorg Chem Front,2020,7(19):3735-3764.doi:10.1039/d0qi00447b
  • [21] XIN L Y,LIU G Z,MA L F,et al.Guest Water-controlled Reversible Crystalline-to-amorphous Transition and Concomitant Fluorescence Shift in a Polar Open Coordination Polymer[J].Inorg Chim Acta,2016,443:64-68.doi:10.1016/j.ica.2015.12.022
  • [22] GU L,ZHANG H Z,JIANG W H,et al.A Pair of Novel Zn(Ⅱ) Enantiomeric Coordination Polymers Based on a Chiral Multicarboxylate Ligand:Synthesis,Crystal Structures and Molecular Recognition Properties[J].RSC Adv,2017,7(72):45862-45868.doi:10.1039/c7ra08433a
  • [23] XUE X L,ZHAO X F,ZHANG D S,et al.Synthesis of a Novel CuⅠ/CuⅡ-containing Sandwich-type Cluster and Its Catalytic Electron Transfer Property[J].RSC Adv,2014,4(109):63670-63676.doi:10.1039/c4ra08145e