Citation: Jin-Jian IU, Na LIU, Yi-Wei LU. Three Multiple-Responsive Complexes Based on a Carboxybenzyl Viologen Ligand[J]. Chinese Journal of Inorganic Chemistry, ;2022, 38(9): 1825-1833. doi: 10.11862/CJIC.2022.184 shu

Three Multiple-Responsive Complexes Based on a Carboxybenzyl Viologen Ligand

School of Chemistry and Material Science, Shanxi Normal University, Taiyuan 030031, China

Corresponding author: Jin-Jian IU, liujj@sxnu.edu.cn
Received Date: 30 January 2022
Revised Date: 20 June 2022

Figures(6)

A carboxybenzyl viologen ligand 1, 1'-bis(4-carboxybenzyl)-4, 4'-bipyridinium dichloride ((H₂Bpybc)Cl₂) was used as the functional ligand, and the auxiliary ligand 1, 3, 5-benzene tricarboxylic acid (H₃BTC) was introduced to self-assemble with different metal ions to synthesize three complexes: {[Cd(Bpybc)_0.5(HBTC)(H₂O)]·0.6H₂O}_n (1), [Ni(Bpybc)_0.5(HBTC)(H₂O)₄] (2), and [Co(Bpybc)_0.5(HBTC)(H₂O)₄] (3). The three complexes display different structural features, including a 2D structure of 1 and 0D structures of 2 and 3. Furthermore, these three complexes displayed different chromic properties. Complex 1 was photochromic only due to the generation of viologen radicals, while complexes 2 and 3 were photochromic originating from the photo-induced formation of viologen radicals accompanying the redox activity of metal ions. In addition, complex 2 showed thermochromic behavior, which is associated with the radical formation through electron transfer, while complex 3 exhibited a color change accompanying a reversible structural transformation due to dehydration and rehydration. These results suggest that metal ions play a significant role in regulating the structure and chromic behavior of viologen complexes.
- carboxybenzyl viologen ligand,
- chromic property,
- crystal structure,
- metal ion,
- electron transfer
1. [1]
  Rogez G, Viart N, Drillon M. Multiferroic Materials: The Attractive Approach of Metal-Organic Frameworks (MOFs)[J]. Angew. Chem. Int. Ed., 2010,49:1921-1923. doi: 10.1002/anie.200906660
2. [2]
  Ma Y J, Hu J X, Han S D, Pan J, Li J H, Wang G M. Manipulating On/Off Single-Molecule Magnet Behavior in a Dy(Ⅲ)-Based Photochromic Complex[J]. J. Am. Chem. Soc., 2020,142:2682-2689. doi: 10.1021/jacs.9b13461
3. [3]
  Ni A Y, Mu Y, Pan J, Han S D, Shang M M, Wang G M. An Organic-Inorganic Hybrid Zinc Phosphite Framework with Room Temperature Phosphorescence[J]. Chem. Commun., 2018,54:3712-3714. doi: 10.1039/C8CC00724A
4. [4]
  Sun J K, Zhang J. Functional Metal-Bipyridinium Frameworks: Self-Assembly and Applications[J]. Dalton Trans., 2015,44:19041-19055. doi: 10.1039/C5DT03195H
5. [5]
  Liu J J. Novel Photo-and/or Hydrochromic Organometallics Derived from Methyl Viologen Cations[J]. Dyes Pigment., 2018,154:92-99. doi: 10.1016/j.dyepig.2018.02.040
6. [6]
  Zhang C H, Sun L B, Yan Y, Liu Y C, Liang Z Q, Liu Y L, Li J Y. Metal-Organic Frameworks Based on Bipyridinium Carboxylate: Photochromism and Selective Vapochromism[J]. J. Mater. Chem. C, 2017,5:2084-2089. doi: 10.1039/C6TC04724F
7. [7]
  Li P X, Wang M S, Cai L Z, Wang G E, Guo G C. Rare Electron-Transfer Photochromic and Thermochromic Difunctional Compounds[J]. J. Mater. Chem. C, 2015,3:253-256. doi: 10.1039/C4TC01315H
8. [8]
  Liu J J, Lu Y W, Li J, Lu W B. Metal-Controlled Architecture and Photochromism of Three Coordination Polymers Based on N, N'-Bis (carboxyethyl)-4, 4'-bipyridinium Ligand[J]. Dyes Pigment., 2020,180108498. doi: 10.1016/j.dyepig.2020.108498
9. [9]
  Sui Q, Yuan Y, Yang N N, Li X, Gong T, Gao E Q. Coordination-Modulated Piezochromism in Metal-Viologen Materials[J]. J. Mater. Chem. C, 2017,5:12400-12408. doi: 10.1039/C7TC04208F
10. [10]
  Zeng Y, Fu Z Y, Chen H J, Liu C C, Liao S J, Dai J C. Photo- and Thermally Induced Coloration of a Crystalline MOF Accompanying Electron Transfer and Long-Lived Charge Separation in a Stable Host-Guest System[J]. Chem. Commun., 2012,48:8114-8116. doi: 10.1039/c2cc33823h
11. [11]
  Zhang Q W, Sun H Q, Wang X S, Hao X H, An S L. Reversible Luminescence Modulation upon Photochromic Reactions in Rare-Earth Doped Ferroelectric Oxides by In Situ Photoluminescence Spectroscopy[J]. ACS Appl. Mater. Interfaces, 2015,7:25289-25297. doi: 10.1021/acsami.5b07345
12. [12]
  Liu J J, Guan Y F, Lin M J, Huang C C, Dai W X. Anion-Mediated Architecture and Photochromism of Rigid Bipyridinium-Based Coordination Polymers[J]. Cryst. Growth Des., 2016,16:2836-2842. doi: 10.1021/acs.cgd.6b00163
13. [13]
  Liu J J, Li J. Photochromism of Four 1D Coordination Polymers Based on 1-(2-Carboxyethyl)-4, 4'-bipyridinium Ligand[J]. Dyes Pigment., 2019,170107552. doi: 10.1016/j.dyepig.2019.107552
14. [14]
  Liu J J, Lu Y W, Li J, Lu W B. Metal-Dependent Chromic Properties of Three Isostructural 1D Coordination Polymers Based on 1-(2-Carboxyethyl)-4, 4'-bipyridinium Ligand[J]. Dyes Pigment., 2020,177108266. doi: 10.1016/j.dyepig.2020.108266
15. [15]
  Liu J J, Lu YW, Li J, Lu W B. Metal-Dependent Photosensitivity of ThreeIsostructural1DCPsBasedonthe1, 1'-Bis(3-carboxylatobenzyl)-4, 4'-bipyridinium Moiety[J]. Dalton Trans., 2020,49:4044-4049. doi: 10.1039/D0DT00157K
16. [16]
  LIU J J, LIU N, LU Y W, ZHAO G Z. Three Photochromic Cocrystals Based on Viologen Moiety[J]. Chinese J. Inorg. Chem., 2021,37(5):937-944. doi: 10.11862/CJIC.2021.100
17. [17]
  Li S L, Han M, Wu B, Wang J, Zhang X M. Photochromic Porous and Nonporous Viologen-Based Metal-Organic Frameworks for Visually Detecting Oxygen[J]. Cryst. Growth Des., 2018,18:3883-3889. doi: 10.1021/acs.cgd.8b00189
18. [18]
  Hua Y, Zhang N N, Wang M K, Wang S Q, Li L. Cd-Viologen Photochromic Coordination Compound for Inkless and Erasable Printing and Amine-Selective Sensing[J]. Dyes Pigment., 2021,194109595. doi: 10.1016/j.dyepig.2021.109595
19. [19]
  Sui Q, Li P, Yang N N, Gong T, Bu R, Gao E Q. Differentiable Detection of Volatile Amines with a Viologen-Derived Metal-Organic Material[J]. ACS Appl. Mater. Interfaces, 2018,10:11056-11062. doi: 10.1021/acsami.8b01314
20. [20]
  Li W B, Yao Q W, Sun L, Yang X D, Guo R Y, Zhang J. A Viologen-Based Coordination Polymer Exhibiting High Sensitivity towards Various Light Sources[J]. CrystEngComm, 2017,19:722-726. doi: 10.1039/C6CE02496C
21. [21]
  Fu K, Ren C X, Chen C, Cai L X, Tan B, Zhang J. Auxiliary Ligand-Controlled Photochromism and Decolourization of Two Bipyridinium-Based Metaleorganic Hybrid Materials with Various Water Clusters[J]. CrystEngComm, 2014,16:5134-5141. doi: 10.1039/c4ce00295d
22. [22]
  Hu J X, Jiang X F, Ma Y J, Liu X R, Ge B D, Wang A N, Wei Q, Wang G M. Optically Actuating Ultra-Stable Radicals in a Large π-Conjugated Ligand Constructed Photochromic Complex[J]. Sci. China Chem., 2021,64:64 432-438.
23. [23]
  Aulakh D, Varghese J R, Wriedt M. A New Design Strategy to Access Zwitterionic Metal-Organic Frameworks from Anionic Viologen Derivates[J]. Inorg. Chem., 2015,54:1756-1764. doi: 10.1021/ic5026813
24. [24]
  Gong T, Yang X, Fang J J, Sui Q, Xi F G, Gao E Q. Distinct Chromic and Magnetic Properties of Metal-Organic Frameworks with a Redox Ligand[J]. ACS Appl. Mater. Interfaces, 2017,9:5503-5512. doi: 10.1021/acsami.6b15540
25. [25]
  Wan F, Qiu L X, Zhou L L, Sun Y Q, You Y. A Fluorescent, Photochromic and Thermochromic Trifunctional Material Based on a Layered Metal-Viologen Complex[J]. Dalton Trans., 2015,44:18320-18323. doi: 10.1039/C5DT03405A
26. [26]
  Yang X D, Zhu R, Yin J R, Sun L, Guo R Y, Zhang J. Bipyridinium-Bearing Multi-stimuli Responsive Chromic Material with High Stability[J]. Cryst. Growth Des., 2018,18:3236-3243. doi: 10.1021/acs.cgd.8b00390
27. [27]
  Zhang C H, Sun L B, Yan Y, Shi H Z, Wang B L, Liang Z Q. A Novel Photo-and Hydrochromic Europium Metal-Organic Framework with Good Anion Sensing Properties[J]. J. Mater. Chem. C, 2017,5:8999-9004. doi: 10.1039/C7TC03013D
28. [28]
  Gong T, Li P, Sui Q, Zhou L J, Yang N N, Gao E Q. Switchable Ferro-, Ferri-, and Antiferromagnetic States in a Piezo-and Hydrochromic Metal-Organic Framework[J]. Inorg. Chem., 2018,57:6791-6794. doi: 10.1021/acs.inorgchem.8b01141
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沈阳化工大学材料科学与工程学院沈阳 110142