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N. Papaiconomou, Oliver Zech, P. Bauduin, J. Lévêque, W. Kunz (2012)
The effect of position and length of alkyl substituents in pyridinium based ionic liquids on temperature dependent transport propertiesElectrochimica Acta, 70
B. Furdui, G. Parfene, I. Ghinea, R. Dinică, G. Bahrim, M. Demeunynck (2014)
Synthesis and in Vitro Antimicrobial Evaluation of New N-Heterocyclic Diquaternary Pyridinium CompoundsMolecules, 19
Jacob Crosthwaite, M. Muldoon, J. Dixon, Jessica Anderson, J. Brennecke (2005)
Phase transition and decomposition temperatures, heat capacities and viscosities of pyridinium ionic liquidsThe Journal of Chemical Thermodynamics, 37
J. Timmermans (1961)
Plastic crystals: A historical reviewJournal of Physics and Chemistry of Solids, 18
L. Robertson, R. Hartley (2009)
Synthesis of N-arylpyridinium salts bearing a nitrone spin trap as potential mitochondria-targeted antioxidantsTetrahedron, 65
S. Loeb, James Wisner (1998)
A New Motif for the Self-Assembly of [2]Pseudorotaxanes; 1,2-Bis(pyridinium)ethane Axles and [24]Crown-8 Ether Wheels.Angewandte Chemie, 37 20
W. Śliwa, B. Bachowska, T. Girek (2012)
Viologen-based Supramolecular StructuresCurrent Organic Chemistry, 16
M. Potangale, Abhishek Das, S. Kapoor, Shraeddha Tiwari (2017)
Effect of anion and alkyl chain length on the structure and interactions of N-alkyl pyridinium ionic liquidsJournal of Molecular Liquids, 240
J. Pringle (2013)
Recent progress in the development and use of organic ionic plastic crystal electrolytes.Physical chemistry chemical physics : PCCP, 15 5
Sabari Ghosh, C. Mukhopadhyay (2017)
Interpenetrated molecules: crown-ether and linear organic molecule supramolecular architecturesJournal of Inclusion Phenomena and Macrocyclic Chemistry, 88
Ian Wyman, D. Macartney (2009)
Cucurbit[7]uril host-guest and pseudorotaxane complexes with alpha,omega-bis(pyridinium)alkane dications.Organic & biomolecular chemistry, 7 19
K. Murugavel (2014)
Benzylic viologen dendrimers: a review of their synthesis, properties and applicationsPolymer Chemistry, 5
J. Pringle, Josefina Adebahr, D. Macfarlane, M. Forsyth (2010)
Unusual phase behaviour of the organic ionic plastic crystal N,N-dimethylpyrrolidinium tetrafluoroborate.Physical chemistry chemical physics : PCCP, 12 26
M. Honda, Kohei Ashizawa, K. Kunimoto, M. Segi (2018)
Synthesis of novel fluorous pyridinium ionic liquidsHeteroatom Chemistry
A. Chinnappan, Hern Kim (2012)
Environmentally benign catalyst: Synthesis, characterization, and properties of pyridinium dicationic molten salts (ionic liquids) and use of application in esterificationChemical Engineering Journal, 187
Minjae Lee, Yong-Hoon Lee, Jong Park, U Choi (2017)
Bis-imidazolium iodide organic ionic plastic crystals and their applications to solid state dye-sensitized solar cellsOrganic Electronics, 48
Hanlie Wessels, C. Slebodnick, H. Gibson (2018)
Viologen-Based Rotaxanes from Dibenzo-30-crown-10.Journal of the American Chemical Society, 140 23
Minjae Lee, Zhenbin Niu, Daniel Schoonover, C. Slebodnick, H. Gibson (2010)
1,2-Bis[N-(N′-alkylimidazolium)]ethane salts as new guests for crown ethers and cryptandsTetrahedron, 66
(2011)
1,2-Bis[N-(N′-alkylimidazolium)]ethane salts: a new class of organic ionic plastic crystalsJournal of Materials Chemistry, 21
M. Forsyth, Fangfang Chen, L. O’Dell, K. Romanenko (2016)
New insights into ordering and dynamics in organic ionic plastic crystal electrolytesSolid State Ionics, 288
N. Yunus, M. Mutalib, Z. Man, M. Bustam, T. Murugesan (2010)
Thermophysical properties of 1-alkylpyridinum bis(trifluoromethylsulfonyl)imide ionic liquidsThe Journal of Chemical Thermodynamics, 42
Hyunho Chae, Yong-Hoon Lee, Minyong Yang, W. Yoon, D. Yoon, Kwang-Un, Jeong, Y. Song, U. Choi, Minjae Lee (2019)
Interesting phase behaviors and ion-conducting properties of dicationic N-alkylimidazolium tetrafluoroborate saltsRSC Advances, 9
G. Sheldrick (2015)
SHELXT – Integrated space-group and crystal-structure determinationActa Crystallographica. Section A, Foundations and Advances, 71
S. Sowmiah, J. Esperança, L. Rebelo, C. Afonso (2018)
Pyridinium salts: from synthesis to reactivity and applicationsOrganic chemistry frontiers, 5
Minjae Lee, Zhenbin Niu, C. Slebodnick, H. Gibson (2010)
Structure and properties of N,N-alkylene bis(N'-alkylimidazolium) salts.The journal of physical chemistry. B, 114 21
Jared Anderson, R. Ding, A. Ellern, D. Armstrong (2005)
Structure and properties of high stability geminal dicationic ionic liquids.Journal of the American Chemical Society, 127 2
Stephen Loeb, James Wisner (1998)
Neuartige Bausteine für die Selbstorganisation von [2]Pseudorotaxanen: 1,2-Bis(pyridinium)ethan-Achsen und [24]Krone-8-RäderAngewandte Chemie, 110
Kanagaraj Madasamy, D. Velayutham, V. Suryanarayanan, M. Kathiresan, K. Ho (2019)
Viologen-based electrochromic materials and devicesJournal of Materials Chemistry C
Laura Striepe, T. Baumgartner (2017)
Viologens and Their Application as Functional Materials.Chemistry, 23 67
Pedro Verdía, M. Hernaiz, E. González, E. Macedo, J. Salgado, E. Tojo (2014)
Effect of the number, position and length of alkyl chains on the physical properties of polysubstituted pyridinium ionic liquidsThe Journal of Chemical Thermodynamics, 69
J. Pringle, P. Howlett, D. Macfarlane, M. Forsyth (2010)
Organic ionic plastic crystals: recent advancesJournal of Materials Chemistry, 20
Jagath Pitawala, A. Matic, A. Martinelli, P. Jacobsson, V. Koch, F. Croce (2009)
Thermal properties and ionic conductivity of imidazolium bis(trifluoromethanesulfonyl)imide dicationic ionic liquids.The journal of physical chemistry. B, 113 31
P. Wasserscheid, T. Welton (2002)
Ionic Liquids in Synthesis
As organic ionic crystals, C2‐, C3‐, and C4‐alkylene α,ω‐bis[N,N′‐(4‐alkylpyridinium)] PF6− salts are synthesized to investigate their thermal properties and phase behaviors along with chemical structure changes. The X‐ray crystal structure of 1,2‐bis[N,N′‐(4‐methylpyridinium)]ethane 2PF6− (2–1) showed that two pyridinium rings in one cation molecule and two pyridinium ring planes of neighboring molecules were exactly parallel. Multiple C−H⋅⋅⋅F hydrogen bonds were observed for all protons of the bis‐pyridinium with PF6− anions. Interestingly, most of the prepared C2‐bridged dicationic bis‐pyridinium PF6− salts showed solid–solid phase transitions, which are typical features of soft crystalline materials, such as plastic and liquid crystals. Colorfully aligned crystalline textures of the polarized optical microscope images are formed with strong birefringence for the soft crystalline phase of 1,2‐bis[N,N′‐(4‐n‐propylpyridinium)]ethane PF6−, showing a low entropy of fusion (ΔSf=25.0 J mol−1 K−1). The C2‐bridged n‐undecyl (2–11) and n‐dodecyl (2–12) salts exhibit a very soft solid phase, showing large heat absorptions and entropy changes during their multiple solid‐solid phase transitions. Additionally, the C3‐ and C4‐bridged dicationic (bis)pyridinium PF6− salts are prepared to determine the property changes with different bridge lengths. The longer alkylene connected salts are thermally more stable than the C2‐bridged compounds and show only one melting phase transition.
Asian Journal of Organic Chemistry – Wiley
Published: Sep 1, 2019
Keywords: ; ; ; ;
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