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Pure Appl. Chem., 1997, Vol. 69, No. 10, pp. 2179-2186

http://dx.doi.org/10.1351/pac199769102179

Tailoring macrocycles for metal ion binding

L. F. Lindoy

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  • Lee Eunji, Lee So Young, Lindoy Leonard F., Lee Shim Sung: Metallacycles derived from metal complexes of exo-coordinated macrocyclic ligands. Coordination Chemistry Reviews 2013, 257, 3125. <http://dx.doi.org/10.1016/j.ccr.2013.08.002>
  • García Verónica, Aldrey Anxela, De Castro Catherine S., Bastida Rufina, Macías Alejandro, Lodeiro Carlos, Seixas de Melo J. Sérgio, Núñez Cristina: The first substituted macrocyclic ligand Py2N4S2 containing four naphthylmethylene pendant-armed groups: Synthesis and photophysical properties. Inorganic Chemistry Communications 2013, 36, 22. <http://dx.doi.org/10.1016/j.inoche.2013.07.019>
  • Arthanareeswaran Gangasalam, Thanikaivelan Palanisamy: Transport of copper, nickel and zinc ions across ultrafiltration membrane based on modified polysulfone and cellulose acetate. AsiaAsia-Pac J Chem Eng 2012, 7, 131. <http://dx.doi.org/10.1002/apj.508>
  • Husain Ahmad, Moheman A., Nami Shahab A.A., Siddiqi K.S.: Fourteen membered hexaaza copper macrocycle: Synthesis, characterization, crystal structures and the consequence of anion coordination. Inorg Chim Ada 2012, 384, 309. <http://dx.doi.org/10.1016/j.ica.2011.12.019>
  • Vasilescu Ioana M., Bourne David J., Clegg Jack K., Li Feng, Lindoy Leonard F., Meehan George V.: Comparative investigation of the interaction of Zn(II), Cd(II), Ag(I) and Pb(II) with dibenzo-substituted macrocyclic ligands incorporating both symmetrically and unsymmetrically arranged N, O and S donors: synthetic, solution and X-ray studies. Supramolecular Chemistry 2012, 24, 572. <http://dx.doi.org/10.1080/10610278.2012.688130>
  • Fernandes Ana S., Costa Judite, Gaspar Jorge, Rueff José, Cabral M. Fátima, Cipriano Madalena, Castro Matilde, Oliveira Nuno G.: Development of pyridine-containing macrocyclic copper(II) complexes: potential role in the redox modulation of oxaliplatin toxicity in human breast cells. Free Radic Res 2012, 46, 1157. <http://dx.doi.org/10.3109/10715762.2012.695869>
  • Lin Chih-Cheng, Chen Chia-Ling, Liu Kuan-Yu, Chang C. Allen: Dissociation kinetics of macrocyclic trivalent lanthanide complexes of 1,4,7,10-tetraazacyclododecane-1,7-diacetic acid (DO2A). Dalton Trans 2011, 40, 6268. <http://dx.doi.org/10.1039/c0dt01440k>
  • Rudbari Hadi Amiri, Moradi Ali Varasteh, Azadbakht Reza: Nontemplate Synthesis of Two Novel 23-Membered N3O4-Donor Macrocycles. Synth Common 2011, 41, 528. <http://dx.doi.org/10.1080/00397911003611794>
  • Vani Anshumala, Vyas Vaishali, Sharma Uma: Liquid-liquid extraction and transport of biologically important metal ions Li+, K+, Ca2+ and Mg2+ across an artificial liquid membrane system. Main Group Metal Chem 2011, 34, 29. <http://dx.doi.org/10.1515/MGMC.2011.003>
  • LINDOY L. F.: ChemInform Abstract: Tailoring Macrocycles for Metal-Ion Binding. ChemInform 2010, 29, no. <http://dx.doi.org/10.1002/chin.199808295>
  • Esteban-Gómez David, Enríquez-Pérez Teresa, Ferreirós-Martínez Raquel, Mato-Iglesias Marta, Platas-Iglesias Carlos, de Blas Andrés, Rodríguez-Blas Teresa: Lead(II) Complexes of Lateral Macrobicyclic Receptors That Incorporate a Crown Moiety and a Pyridine Head Unit. Eur J Inorg Chem 2010, 2010, 5027. <http://dx.doi.org/10.1002/ejic.201000642>
  • Lindoy Leonard F., Meehan George V., Vasilescu Ioana M., Kim Hyun Jee, Lee Ji-Eun, Lee Shim Sung: Transition and post-transition metal ion chemistry of dibenzo-substituted, mixed-donor macrocycles incorporating five donor atoms. Coord Chem Rev - 2010, 254, 1713. <http://dx.doi.org/10.1016/j.ccr.2009.11.012>
  • Bazzicalupi Carla, Bencini Andrea, Biagini Silvia, Faggi Enrico, Farruggia Giovanna, Andreani Giulia, Gratteri Paola, Prodi Luca, Spepi Alessio, Valtancoli Barbara: A highly pH-sensitive Zn(ii) chemosensor. Dalton Trans 2010, 39, 7080. <http://dx.doi.org/10.1039/c0dt00126k>
  • Bazzicalupi Carla, Bencini Andrea, Ciattini Samuele, Denat Franck, Désogère Pauline, Goze Christine, Matera Irene, Valtancoli Barbara: Proton and metal binding by cyclen-based highly rigid cryptands. Dalton Trans 2010, 39, 11643. <http://dx.doi.org/10.1039/c0dt00948b>
  • Bazzicalupi Carla, Bencini Andrea, Biagini Silvia, Bianchi Antonio, Faggi Enrico, Giorgi Claudia, Marchetta Melania, Totti Federico, Valtancoli Barbara: Polyamine Receptors Containing Dipyridine or Phenanthroline Units: Clues for the Design of Fluorescent Chemosensors for Metal Ions. Chem Eur J 2009, 15, 8049. <http://dx.doi.org/10.1002/chem.200900283>
  • Bencini Andrea, Bianchi Antonio, Danesi Andrea, Giorgi Claudia, Mariani Palma, Valtancoli Barbara: pH-Controlled metal translocation outside/inside the cavity of a polyamine macrocycle. J Coord Chem 2009, 62, 82. <http://dx.doi.org/10.1080/00958970802474805>
  • Dubey, Sangya, Joshi, Nidhi, Sharma, Uma: Liquid Membrane Extraction & Transport Studies of Some Divalent Metal Ions (Cu2+, Zn2+ and Ni2+) by Synthetic Ionophores. REVIC 2009, 29, 103. <http://dx.doi.org/10.1515/REVIC.2009.29.2.103>
  • Kawalec Michal, Śmiga-Matuszowicz Monika, Kurcok Piotr: Counterion and solvent effects on the anionic polymerization of β-butyrolactone initiated with acetic acid salts. Euro Poly J 2008, 44, 3556. <http://dx.doi.org/10.1016/j.eurpolymj.2008.09.008>
  • Golovko Vladimir B., Mays Martin J., Solan Gregory A.: Self-cyclisation versus diynediol-promoted ring closure during the construction of coordinated crown-type macrocycles. J Polyhedron 2008, 27, 167. <http://dx.doi.org/10.1016/j.poly.2007.08.038>
  • Félix Vítor, Figueira Mauro, Henriques Rui T., Carvalho Sílvia, Delgado Rita, Drew Michael G.B.: Cascade dicopper architectures of a dibenzodioxatetraazamacrocycle. J Polyhedron 2008, 27, 679. <http://dx.doi.org/10.1016/j.poly.2007.10.023>
  • Wenzel Marco, Gloe Kerstin, Gloe Karsten, Bernhard Gert, Clegg Jack K., Ji Xue-Kui, Lindoy Leonard F.: A new 34-membered N6O4-donor macrocycle: synthetic, X-ray and solvent extraction studies. New J Chem 2008, 32, 132. <http://dx.doi.org/10.1039/b710641f>
  • Hope-Weeks Louisa J., Mays Martin J., Solan Gregory A.: Coordinated 1,3-Diyne Diols as Organometallic Building Blocks for Large Macrocycles Containing Oxygen and Unsaturated Donor Units. Eur J Inorg Chem 2007, 2007, 3101. <http://dx.doi.org/10.1002/ejic.200700113>
  • Golovko Vladimir B., Mays Martin J., Solan Gregory A.: From straight chain to macrocyclic complexes containing mixed sulfur/nitrogen donors and coordinated 1,3-diynes. J Organomet Chem 2007, 692, 4985. <http://dx.doi.org/10.1016/j.jorganchem.2007.07.015>
  • Bazzicalupi Carla, Bencini Andrea, Faggi Enrico, Garau Alessandra, Giorgi Claudia, Lippolis Vito, Perra Alessandro, Valtancoli Barbara: Encapsulation of metal cations and anions within the cavity of bis(1,4,7-triazacyclononane) receptors. Dalton Trans 2006, 1409. <http://dx.doi.org/10.1039/b510669a>
  • Bazzicalupi Carla, Bencini Andrea, Bianchi Antonio, Borsari Lucia, Danesi Andrea, Giorgi Claudia, Lodeiro Carlos, Mariani Palma, Pina Fernando, Santarelli Samuele: Basicity and coordination properties of a new phenanthroline-based bis-macrocyclic receptor. Dalton Trans 2006, 4000. <http://dx.doi.org/10.1039/b603505a>
  • Glenny Mark W., Lacombe Marie, Love Jason B., Blake Alexander J., Lindoy Leonard F., Luckay Robert C., Gloe Karsten, Antonioli Bianca, Wilson Claire, Schr?der Martin: Design and synthesis of heteroditopic aza-thioether macrocycles for metal extraction. New J Chem 2006, 30, 1755. <http://dx.doi.org/10.1039/b609180f>
  • Bazzicalupi Carla, Bencini Andrea, Bianchi Antonio, Borsari Lucia, Danesi Andrea, Giorgi Claudia, Mariani Palma, Pina Fernando, Santarelli Samuele, Valtancoli Barbara: Coordination features of a terpyridine-containing polyamine receptor. Effect of protonation on the photophysical properties of the complexes. Dalton Trans 2006, 5743. <http://dx.doi.org/10.1039/b609462g>
  • Vasilescu Ioana M., Bray David J., Clegg Jack K., Lindoy Leonard F., Meehan George V., Wei Gang: Rational ligand design for metal ion recognition. Synthesis of a N-benzylated N2S3-donor macrocycle for enhanced silver(i) discrimination. Dalton Trans 2006, 5115. <http://dx.doi.org/10.1039/b613636m>
  • HÖKELEK Tuncer, BÜYÜKGÜNGÖR Orhan, ITER Elif Ece, KILIÇ Zeynel: Crystal Structure of 2,6-Dioxa-14,18-diazatricyclo-[18.4.0.07,12]-tetracosa-7,9,11,20,22,24(1)-hexsaene-diacetatopalladium(II). Anal Sci X 2006, 22, x65. <http://dx.doi.org/10.2116/analscix.22.x65>
  • Anda Carmen, Bencini Andrea, Berni Emanuela, Ciattini Samuele, Chuburu Françoise, Danesi Andrea, Giorgi Claudia, Handel Henri, Le Baccon Michel, Paoletti Piero: Mono- and Dinuclear CuII and ZnII Complexes of Cyclen-Based Bis(macrocycles) Containing Two Aminoalkyl Pendant Arms of Different Lengths. Eur J Inorg Chem 2005, 2005, 2044. <http://dx.doi.org/10.1002/ejic.200400896>
  • Kong Deyuan, Reibenspies Joseph, Clearfield Abraham, Martell Arthur E.: Synthesis and crystal structure of nickel and cobalt complexes with tetraazamacrocyclic ligand attached four dangling pyridinyl groups. J Inorg Chem Commun 2004, 7, 195. <http://dx.doi.org/10.1016/j.inoche.2003.05.001>
  • Kim Jeong, Lindoy Leonard F., Ahn Tae‐Ho, Choi Gyu‐Sung: New N2O2‐ and N2O3‐Macrocycle Ligands Incorporating p‐Xylyl Groups. Synth Common 2004, 34, 3653. <http://dx.doi.org/10.1081/SCC-200032404>
  • HÖKELEK Tuncer, ILTER Elif Ece, ASMAFILIZ Nuran, KILIÇ Zeynel: Crystal Structure of 3,4:11,12-Dibenzo-5,10-dioxa-1,14,17-tri-azacyclononadecane. Anal Sci X 2004, 20, x163. <http://dx.doi.org/10.2116/analscix.20.x163>
  • HÖKELEK Tuncer, ILTER Elif Ece, KILIÇ Zeynel: Crystal Structure of 3,4:11,12-dibenzo-5,10-dioxacycloheptadeca-1,14-diammonium dinitrate. Anal Sci X 2004, 20, x69. <http://dx.doi.org/10.2116/analscix.20.x69>
  • Kramer Jurjen, Scholten Arjen, Driessen Willem L., Reedijk Jan: The Recovery of a Rhodium-Containing Catalyst by Various New Silica-Based Amine Ion Exchangers. Eur J Inorg Chem 2002, 2002, 1488. <http://dx.doi.org/10.1002/1099-0682(200206)2002:6<1488::AID-EJIC1488>3.0.CO;2-#>
  • Kim Jeong, Ahn Tae-Ho, Lee Myungro, Leong Anthony J., Lindoy Leonard F., Rumbel Brendan R., Skelton Brian W., Strixner Tania, Wei Gang, White Allan H.: Metal ion recognition. The interaction of cobalt(ii), nickel(ii), copper(ii), zinc(ii), cadmium(ii), silver(i) and lead(ii) with N-benzylated macrocycles incorporating O2N2-, O3N2- and O2N3-donor sets. J Chem Soc Dalton Trans 2002, 3993. <http://dx.doi.org/10.1039/b206106f>
  • Bazzicalupi Carla, Bencini Andrea, Berni Emanuela, Bianchi Antonio, Fornasari Patrizia, Giorgi Claudia, Masotti Andrea, Paoletti Piero, Valtancoli Barbara: Cleft-like hexaamine ligands containing large heteroaromatic moieties as receptors for both anions and metal cations. J Phys Org Chem 2001, 14, 432. <http://dx.doi.org/10.1002/poc.385>
  • Valencia Laura, Adams Harry, Bastida Rufina, Fenton David E., Macı́as Alejandro, Mahı́a Jose, Spey Sharon E.: The synthesis of three novel pendant armed macrocyclic ligands. The X-ray crystal structure of a cadmium complex derived from the first oxaazamacrocycle bearing two alkylated aromatic amine functions. J Polyhedron 2001, 20, 3091. <http://dx.doi.org/10.1016/S0277-5387(01)00909-3>
  • HÖKELEK Tuncer, AKDURAN Nurcan, BILGE Selen, KILIÇ Zeynel: Crystal Structure of 3,4,6,7,15,16,17,18,19,20,21,27-Dodecahydro-2,5,8-trioxa-16,20-diazatetracyclo[20.4.1.16,200.09,14]heptacosa-9,11,13,22,24,26(1)-hexaene. Anal Sci 2001, 17, 465. <http://dx.doi.org/10.2116/analsci.17.465>
  • Bazzicalupi Carla, Bencini* Andrea, Bianchi* Antonio, Fedi Valentina, Giorgi Claudia, Paoletti* Piero, Tei Lorenzo, Valtancoli Barbara: Coordination properties of a new hexaazamacrocycle containing thiophene units as pendant arms. Inorg Chim Ada 2000, 300-302, 653. <http://dx.doi.org/10.1016/S0020-1693(99)00563-0>
  • Meyerstein Dan: Are M–N bonds indeed inherently weaker when N is a tertiary rather than a primary or secondary nitrogen atom?. Coord Chem Rev - 1999, 185-186, 141. <http://dx.doi.org/10.1016/S0010-8545(98)00258-6>