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Original Articles

Complexation of Calix[4]arene With Alkali Metal Cations: Conformational Binding Selectivity and Cation-π Driven Inclusion

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Pages 57-66 | Published online: 29 Oct 2010

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (3)

Kentaro Kido, Kento Kasahara, Hirofumi Sato & Shigeyoshi Sakaki. (2015) A molecular level study of selective cation capture by a host–guest mechanism for 25,26,27,28-tetramethoxycalix[4]arene in MClO4 solution (M = Na, K). Molecular Simulation 41:10-12, pages 881-891.
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PaulaM. Marcos, FilipaA. Teixeira, ManuelA.P. Segurado, JoséR. Ascenso, RaulJ. Bernardino, PeterJ. Cragg, Sylvia Michel, Véronique Hubscher-Bruder & Françoise Arnaud-Neu. (2013) Complexation and DFT studies of lanthanide ions by (2-pyridylmethoxy)homooxacalixarene derivatives. Supramolecular Chemistry 25:8, pages 522-532.
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A. Amiri, M. Monajjemi & S. Ketabi. (2007) Quantum simulation on donor and acceptor II calix[4]arene substrate and alkali metal ions: the driven inclusion. Physics and Chemistry of Liquids 45:4, pages 425-433.
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Articles from other publishers (37)

Kozue Wada, Motoki Kida, Satoru Muramatsu, Takayuki Ebata & Yoshiya Inokuchi. (2019) Conformation of alkali metal ion-calix[4]arene complexes investigated by IR spectroscopy in the gas phase. Physical Chemistry Chemical Physics 21:31, pages 17082-17086.
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Manthan Panchal, Anita Kongor, Mohd Athar, Viren Mehta, P. C. Jha & V. K. Jain. (2018) Sensing of Ce( iii ) using di-naphthoylated oxacalix[4]arene via realistic simulations and experimental studies . New Journal of Chemistry 42:1, pages 311-317.
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Seung Wook Ham & Jong-In Choe. (2015) m PW1PW91-Calculated Structures, IR Spectra, and Frontier Orbitals of 1,2-Bridged Calix[4]aryl Picrate Complexed with Alkali Metal Ions . Bulletin of the Korean Chemical Society 36:5, pages 1474-1486.
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Oleg V. Surov, Mikhail A. Krestianinov & Marina I. Voronova. (2015) Complexation of solvents and conformational equilibria in solutions of the simplest calix[4]arenes. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 134, pages 121-126.
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Seung Wook Ham & Jong-In Choe. (2015) m PW1PW91-Calculated Structures, IR Spectra, and Frontier Orbitals of Benzoylmethoxythiacalix[4]arene Complexed with Alkali Metal Ions . Bulletin of the Korean Chemical Society 36:1, pages 24-31.
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Paula M. Marcos, Filipa A. Teixeira, Manuel A.P. Segurado, José R. Ascenso, Raul J. Bernardino, Giovanna Brancatelli & Silvano Geremia. (2014) Synthesis and anion binding properties of new dihomooxacalix[4]arene diurea and dithiourea receptors. Tetrahedron 70:37, pages 6497-6505.
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Benedito J.C. Cabral, Kaline Coutinho & Sylvio Canuto. (2014) Dynamics of complexation and electronic absorption of calix[4]arene-Ar2. Chemical Physics Letters 612, pages 266-272.
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Paulo Bispo, Irineu Batista, Raul J. Bernardino & Narcisa Maria Bandarra. (2013) Preparation of Triacylglycerols Rich in Omega-3 Fatty Acids from Sardine Oil Using a Rhizomucor miehei Lipase: Focus in the EPA/DHA Ratio. Applied Biochemistry and Biotechnology 172:4, pages 1866-1881.
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Paula M. Marcos, Filipa A. Teixeira, Manuel A. P. Segurado, José R. Ascenso, Raul J. Bernardino, Sylvia Michel & Véronique Hubscher-Bruder. (2014) Bidentate Urea Derivatives of p-tert -Butyldihomooxacalix[4]arene: Neutral Receptors for Anion Complexation . The Journal of Organic Chemistry 79:2, pages 742-751.
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Paula M. Marcos, Carla S. Proença, Filipa A. Teixeira, José R. Ascenso, Raul J. Bernardino & Peter J. Cragg. (2013) Synthesis, NMR and DFT conformational studies of homooxacalixarene (cyanopropyl)oxy derivatives, precursors to urea-terminated compounds. Tetrahedron 69:35, pages 7430-7437.
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Kwangyong Park & Jong-In Choe. (2013) Computational study of ion-pair recognition by heteroditopic calix[4]diquinone derivative. Computational and Theoretical Chemistry 1017, pages 48-59.
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Paula M. Marcos, Filipa A. Teixeira, Manuel A. P. Segurado, José R. Ascenso, Raul J. Bernardino, Peter J. Cragg, Sylvia Michel, Véronique Hubscher-Bruder & Françoise Arnaud-Neu. (2013) Complexation and DFT studies of lower rim hexahomotrioxacalix[3]arene derivatives bearing pyridyl groups with transition and heavy metal cations. Cone versus partial cone conformation. Journal of Physical Organic Chemistry 26:4, pages 295-305.
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Jong-In Choe. (2012) mPW1PW91 Study of Complexation of Alkali Metal Ions with Mixed [2 + 2'] Calix[4]aryl Derivatives. Bulletin of the Korean Chemical Society 33:10, pages 3321-3330.
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Xiaoyan Zheng, Xueye Wang, Keqi Shen, Yuan Miao & Dan Ouyang. (2011) Density functional theory study of the potassium complexation of an unsymmetrical 1,3-alternate calix[4]-crown-5-N-azacrown-5 bearing two different crown rings. Journal of Molecular Modeling 17:10, pages 2659-2668.
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Jayshree K. Khedkar, Rahul V. Pinjari & Shridhar P. Gejji. (2011) Electronic Structure, Molecular Electrostatic Potentials, Vibrational Spectra in Substituted Calix[ n ]arenes ( n = 4, 5) from Density Functional Theory . The Journal of Physical Chemistry A 115:38, pages 10624-10637.
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Yong Xia, Xueye Wang, Yu Zhang & Benhua Luo. (2011) Complexation of alkali–metal cations by conformationally rigid, stereoisomeric calix[4]arene crown ethers: A density functional theory study. Computational and Theoretical Chemistry 967:2-3, pages 235-242.
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Jong-In Choe. (2011) mPW1PW91 Calculated Structures and IR Spectra of Thiacalix[4]biscrown-5 Complexed with Alkali Metal Ions. Bulletin of the Korean Chemical Society 32:5, pages 1685-1691.
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Xiaoyan Zheng, Xueye Wang, Keqi Shen, Nuanqing Wang & Yueming Peng. (2010) Molecular design of a “molecular syringe” mimic for metal cations using a 1,3‐alternate calix[4]arene cavity. Journal of Computational Chemistry 31:11, pages 2143-2156.
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Duan-lin Cao, Fu-de Ren, Ya-qing Feng, Sheng-nan Liu & Shu-sen Chen. (2009) A B3LYP and MP2 theoretical investigation into host-guest interaction between calix[4]arene and Li+ or Na+. Journal of Molecular Modeling 16:3, pages 589-598.
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Paula M. Marcos, José R. Ascenso, Manuel A.P. Segurado, Raul J. Bernardino & Peter J. Cragg. (2009) Synthesis, binding properties and theoretical studies of p-tert-butylhexahomotrioxacalix[3]arene tri(adamantyl)ketone with alkali, alkaline earth, transition, heavy metal and lanthanide cations. Tetrahedron 65:2, pages 496-503.
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Xiaoyan Zheng, Xueye Wang, Shanfeng Yi, Nuanqing Wang & Yueming Peng. (2009) Density functional theory study of calix[4]arene- N -azacrown-5, calix[4]arene- N -phenyl-azacrown-5, and their complexes with alkali-metal cations: Na + , K + , and Rb + . Journal of Computational Chemistry, pages NA-NA.
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Sergey A. Katsyuba, Elena E. Zvereva, Alla V. Chernova, Artur R. Shagidullin, Svetlana E. Solovieva, Igor S. Antipin & Alexander I. Konovalov. (2007) IR and NMR spectra, intramolecular hydrogen bonding and conformations of mercaptothiacalix[4]arene molecules and their para-tert-butyl-derivative. Journal of Inclusion Phenomena and Macrocyclic Chemistry 60:3-4, pages 281-291.
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. (2008) DFT Study for Azobenzene Crown Ether p-tert-Butylcalix[4]arene Complexed with Alkali Metal Ion. Bulletin of the Korean Chemical Society 29:3, pages 541-545.
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. (2007) DFT Study for p-tert-Butylcalix[4]arene Crown Ether Bridged at the Lower Rim with Pyridyl Unit Complexed with Potassium Ion. Bulletin of the Korean Chemical Society 28:12, pages 2310-2314.
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Ildikó Mohammed-Ziegler & Ferenc Billes. (2007) Optical Spectroscopy and Theoretical Studies in Calixarene Chemistry. Journal of Inclusion Phenomena and Macrocyclic Chemistry 58:1-2, pages 19-42.
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. (2007) Ab Initio Calculated Structures and Vibrational Spectra of 1,3-Diethoxy-p-tert-butylcalix[4]crown-5-ether Complexed with Potassium Cation. Bulletin of the Korean Chemical Society 28:2, pages 235-240.
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. (2006) Ab initio Study of the Complexes of Trimethyl Ether of Monodeoxycalix[4]arene with Potassium Ion: Cation-π Interactions. Bulletin of the Korean Chemical Society 27:4, pages 508-514.
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. (2006) Ab Initio Study of Vibrational Spectra of p-tert-Butylcalix[4]aryl Ester Complexed with Alkali Metal Cation. Journal of the Korean Chemical Society 50:1, pages 7-13.
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Alexander B. Rozhenko, Wolfgang W. Schoeller, Matthias C. Letzel, Björn Decker, Ceno Agena & Jochen Mattay. (2005) Conformational features of calix[4]arenes with alkali metal cations: A quantum chemical investigation with density functional theory. Journal of Molecular Structure: THEOCHEM 732:1-3, pages 7-20.
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Jong-In Choe, Suk-Kyu Chang, Sik Lee & Shinkoh Nanbu. (2005) Ab initio calculated structures of conformers for 1,3-dimethoxy-p-tert-butylcalix[4]crown-5-ether complexed with potassium cation. Journal of Molecular Structure: THEOCHEM 722:1-3, pages 117-123.
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Bohumír Grüner, Libor Mikulášek, Jiří Báča, Ivana Císařová, Volker Böhmer, Crenguta Danila, Marta M. Reinoso-García, Willem Verboom, David N. Reinhoudt, Alessandro Casnati & Rocco Ungaro. (2005) Cobalt Bis(dicarbollides)(1-) Covalently Attached to the Calix[4]arene Platform: The First Combination of Organic Bowl-Shaped Matrices and Inorganic Metallaborane Cluster Anions. European Journal of Organic Chemistry 2005:10, pages 2022-2039.
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A. Suwattanamala, A.L. Magalhães & J.A.N.F. Gomes. (2005) Computational study of calix[4]arene derivatives and complexation with Zn2+. Chemical Physics 310:1-3, pages 109-122.
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Sergey Katsyuba, Valeri Kovalenko, Alla Chernova, Elena Vandyukova, Vladislav Zverev, Roald Shagidullin, Igor Antipin, Svetlana Solovieva, Ivan Stoikov & Alexander Konovalov. (2005) Vibrational spectra, co-operative intramolecular hydrogen bonding and conformations of calix[4]arene and thiacalix[4]arene molecules and their para-tert-butyl derivatives. Organic & Biomolecular Chemistry 3:14, pages 2558.
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. (2004) Ab Initio Study of Complexation of Alkali Metal Ions with Alkyl Esters of p-tert-Butylcalix[4]arene. Bulletin of the Korean Chemical Society 25:6, pages 847-851.
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Jürgen Schatz. (2004) Recent Application of ab initio Calculations on Calixarenes and Calixarene Complexes. A Review. Collection of Czechoslovak Chemical Communications 69:6, pages 1169-1194.
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Tracy A. Hanna, Lihua Liu, Alfredo M. Angeles-Boza, Xiaodi Kou, C. David Gutsche, Krzysztof Ejsmont, William H. Watson, Lev N. Zakharov, Christopher D. Incarvito & Arnold L. Rheingold. (2003) Synthesis, Structures, and Conformational Characteristics of Calixarene Monoanions and Dianions. Journal of the American Chemical Society 125:20, pages 6228-6238.
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Alba T. Macias, Joseph E. Norton & Jeffrey D. Evanseck. (2003) Impact of Multiple Cation−π Interactions upon Calix[4]arene Substrate Binding and Specificity. Journal of the American Chemical Society 125:8, pages 2351-2360.
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