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Contributions of the International Symposium on Macrocyclic Chemistry to the Development of Macrocyclic Chemistry

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Macrocyclic Chemistry

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7. References

  1. Pedersen, C.J. (1992) The discovery of crown ethers, J. Incl. Phenom. Mol. Recognit. Chem. 12, 7–10.

    Article  Google Scholar 

  2. Pedersen, C.J. (1967) Cyclic polyethers and their complexes with metal salts, J. Am. Chem. Soc. 89, 7017–7036.

    Article  Google Scholar 

  3. Izatt, R.M., Rytting, J.H., Nelson, D.P., Haymore, B.L., and Christensen, J.J. (1969) Binding of alkali metal ions by cyclic polyethers: significance in ion transport processes, Science 164, 443–444.

    PubMed  Google Scholar 

  4. Christensen, J.J., Eatough, D.J., and Izatt, R.M. (1974) The synthesis and ion binding of synthetic multidentate macrocyclic compounds, Chem. Rev. 74, 351–384.

    Article  Google Scholar 

  5. Baranoff, E., Collin, J.-P., Flamigni, L., and Sauvage, J.-P. (2004) From ruthenium(II) to iridium(III): 15 years of triads based on bis-terpyridine complexes, Chem. Soc. Rev. 33, 147–155.

    Article  PubMed  Google Scholar 

  6. Chambron, J.-C., Collin, J.-P., Heitz, V., Jouvenot, D., Kern, J.-M., Mobian, P., Pomeranc, D., and Sauvage, J.-P. (2004) Rotaxanes and catenanes built around octahedral transition metals, Eur. J. Org. Chem. 8, 1627–1638.

    Article  Google Scholar 

  7. Dietrich-Buchecker, C., Jimenez-Molero, M.C., Sartor, V., and Sauvage, J.-P. (2003) Rotaxanes and catenanes as prototypes of molecular machines and motors, Pure Appl. Chem. 75, 1383–1393.

    Google Scholar 

  8. Kimura, E. and Aoki, S. (2001) Chemistry of zinc(II) fluorophone sensors, BioMetals, 14, 191–204.

    Article  PubMed  Google Scholar 

  9. Kimura, E. and Koike, T. (1998) Dynamic anion recognition by macrocyclic polyamines in neutral pH aqueous solution: development from static anion complexes to an enolate complex, Chem. Commun. 15, 1495–1500.

    Article  Google Scholar 

  10. Kimura, E. and Kikuta, E. (2000) Macrocyclic zinc(II) complexes for selective recognition of nucleobases in single-and double-stranded polynucleotides, Prog. React. Kinetics Mech. 25, 1–64

    Google Scholar 

  11. Aoki, S. and Kimura, E. (2000) Highly selective recognition of thymidine mono-and diphosphate nucleotides in aqueous solution by ditopic receptors zinc(II)-bis(cyclen) complexes (cyclen = 1, 4, 7, 10-tetraazacyclododecane), J. Am. Chem. Soc. 122, 4542–4548.

    Article  Google Scholar 

  12. Kimura, E. (2001) Model studies for molecular recognition of carbonic anhydrase and carboxypeptidase, Acc. Chem. Res. 34, 171–179.

    PubMed  Google Scholar 

  13. Kikuta, E., Aoki, S., and Kimura, E. (2001) A new type of potent inhibitors of HIV-1 TAR RNA-Tat peptide binding by zinc(II)-macrocyclic tetraamine complexes, J. Am. Chem. Soc. 123, 7911–7912.

    Article  PubMed  Google Scholar 

  14. Rowan, S.J. and Stoddart, J.F. (2002) Surrogate-stoppered [2]rotaxanes: a new route to larger interlocked architectures, Polym. Adv. Tech. 13, 777–787.

    Article  Google Scholar 

  15. Raymo, F.M. and Stoddart, J.R. (1999) Interlocked macromolecules, Chem. Rev. 99, 1643–1663.

    Article  PubMed  Google Scholar 

  16. Balzani, V., Credi, A., Raymo, F.M. and Stoddart, J.F. (2000) Artificial molecular machines, Angew. Chem., Int. Ed. 39, 3348–3391.

    Google Scholar 

  17. Flood, A.H., Ramirez, R.J.A., Deng, W.Q., Muller, R.P., Goddard, W.A., III and Stoddart, J.F. (2004) Meccano on the nanoscale-a blueprint for making some of the world“s tiniest machines, Aust. J. Chem. 57, 301–322.

    Article  Google Scholar 

  18. Chichack, K.S., Cantrill, S.J., Pease, A.R., Chiu, S.H., Cave, G.W.V., Atwood, J.L. and Stoddart, J.F. (2004) Molecular borromean rings, Science 304, 1308–1312.

    Article  PubMed  Google Scholar 

  19. Hubin, T.J., McCormick, J.M., Alcock, N.W. and Busch, D.H. (2001) Topologically constrained manganese (III) and iron (III) complexes of two cross-bridged tetraazamacrocycles, Inorg. Chem 40 435–444.

    PubMed  Google Scholar 

  20. Busch, D.H. and Alcock, N.W. (1994) Iron and cobalt „lacunar“ complexes as dioxygen carriers, Chem. Rev. 94, 585–623.

    Article  Google Scholar 

  21. Clifford, T., Abushamleh, A. and Busch, D.H. (2002) Factors affecting the threading of axle molecules through macrocycles: binding constants for semirotaxane formation, Proc. Natl. Acad. Sci. 99, 4830–4836.

    Article  PubMed  Google Scholar 

  22. Hubin, T.J. and Busch, D.H. (2000) Template routes to interlocked molecular structures and orderly molecular entanglements, Coord. Chem. Rev. 200–202, 5–52.

    Article  Google Scholar 

  23. Mateos-Timoneda, M.A., Crego-Calama, M. and Reinhoudt, D.N. (2004) Supramolecular chirality of self-assembled systems in solution, Chem. Soc. Rev. 33, 363–372.

    Article  PubMed  Google Scholar 

  24. Speets, E.A., Ravoo, B.J., Roesthius, F.J.G., Vroegindeweij, F, Blank, D.H.A and Reinhoudt, D.N. (2004) Fabrication of arrays of gold islands on self-assembled monolayers using pulsed laser deposition through nanosieves, Nano Lett. 4 841–844.

    Article  Google Scholar 

  25. Gokel, G.W., Leevy, W.M. and Weber, M.E. (2004) Crown ethers: sensors for ions and molecular scaffolds for materials and biological models, Chem. Rev. 104, 2723–2750.

    Article  PubMed  Google Scholar 

  26. Gokel, G.W., Abel, E., De Wall, S.L., Jin, T., Maguire, G.E.M., Meadows, E.S., Murray, C.L., Murillo, O. and Suzuki, I. (1997) Syntheic organic models for transmembrane, cation-conducting channels, Anales Quim. Int. Ed. 93, 347–354.

    Google Scholar 

  27. Schlesinger, P.H., Djedovic, N.K., Ferdani, R., Pajewska, J., Pajewski, R. and Gokel, G.W. (2003) Anchor chain length alters the apparent mechanism of chloride channel functions in SCMTR derivatives, Chem. Commun. 308–309.

    Google Scholar 

  28. Schlesinger, P.H., Ferdani, R., Pajewska, J., Pajewski, R. and Gokel, G.W. (2003) Replacing proline at the apex of heptapeptide-based chloride ion transporters alters their properties and their ionophoretic efficacy, New J. Chem. 27, 60–67.

    Article  Google Scholar 

  29. Walker, G.W., Geue, R.J., Sargeson, A.M. and Behm, C.A. (2003) Surface-active cobalt cage complexes: synthesis, surface chemistry, biological activity, and redox properties, J. Chem. Soc., Dalton Trans. 2992–3001.

    Google Scholar 

  30. Walker, G.W., Geue, R.J., Haller, K.J., David Rae, A. and Sargeson, A.M. (2003) New synthetic routes to hexa-aza cages using cobalt(III) tris(1,2-diamine) templates, J. Chem. Soc., Dalton Trans. 279–281.

    Google Scholar 

  31. Brown, K.N., Geue, R.J., Hambley, T.W., Hockless, D.C.R., Rae, A.D. and Sargeson, A.M. (2003) Specificity in template syntheses of hexaaza-macrobicyclic cages: [Pt(Me5-tricosatrieneN6)]4+ and [Pt(Me5-tricosaneN6)]4+, Org. Biomol. Chem. 1, 1598–1608.

    Article  PubMed  Google Scholar 

  32. http://www.cstm.kyushu-u.ac.jp/shinkai/seiji.shinkai.html

    Google Scholar 

  33. Shinkai, S. and James, T.D. (2001) Molecular recognition events controllable by photochemical triggers or readable by photochemical outputs, Mol. Supramol. Photochem. 7, 429–456.

    Google Scholar 

  34. Shinkai, S. (2001) Switchable molecular receptors and recognition processes: from photoresponsive crown ethers to allosteric sugar sensing systems, in Feringa, B.L. (ed.), Molecular Switches, Wiley-VCH, Weinheim, Germany, pp. 281–307.

    Google Scholar 

  35. Shinkai, S., Takeuchi, M. and Ikeda, A. (2000) Molecular machines useful for the design of chemosensor, in Osada, Y. and De Rossi, D.E. (eds.), Polymer Sensors and Actuators, Springer, New York, pp. 183–206.

    Google Scholar 

  36. Ishi-i, T., Mateos-Timoneda, M.A., Timmerman, P., Crego-Calama, M., Reinhoudt, D.N., Shinkai, S. (2003) Self-assembled receptors that stereoselectively recognize a saccharide, Agnew. Chem., Int. Ed. 42, 2300–2305.

    Google Scholar 

  37. Reuter, C., Schmeider, R. and Vögtle, F. (2000) From rotaxanes to knots. Templating, hydrogen bond patterns, and cyclochirality, Pure Appl. Chem. 72, 2233–2241.

    Google Scholar 

  38. Schalley, C.A., Beizai, K. and Voegtle, F. (2001) On the way to rotaxane-based molecular motors: studies in molecular mobility and topological chirality, Acc. Chem. Res. 34, 465–476.

    Article  PubMed  Google Scholar 

  39. Voegtle, F. and Pawlitzki, G. (2002) Cyclophanes: from planar chirality and helicity to cyclochirality, in Takemura, H. (ed.), Cyclophane Chemistry for the 21st Century, Research Signpost, Trivandrum, India, pp. 55–90.

    Google Scholar 

  40. Saudan, C., Balzani, V., Gorka, M., Lee, S.-K., Maestri, M., Vicinelli, V. and Vögtle, F. (2003) Dendrimers as ligands. Formation of a 2:1 luminescent complex between a dendrimer with a 1, 4, 8, 11-tetraazacyclotetradecane (cyclam) core and Zn2+, J. Am. Chem. Soc. 125, 4424–4425.

    Article  PubMed  Google Scholar 

  41. Atwood, J.L., Barbour, L.J., Hardie, M.J. and Raston, C.L. (2001) Metal sulfonatocalix[4,5]arene complexes: bi-layers, capsules, spheres, tubular arrays and beyond, Coord. Chem. Rev. 222, 3–32.

    Article  Google Scholar 

  42. MacGillivray, L.R. and Atwood, J.L. (2000) Cavity-containing materials based upon resorcin[4]arenes by discovery and design, J. Solid State Chem. 152, 199–210.

    Article  Google Scholar 

  43. MacGillivray, L.R. and Atwood, J.L. (2000) Spherical molecular containers: from discovery to design, Adv. Supramol. Chem. 6, 157–183.

    Google Scholar 

  44. Sessler, J.L. and Seidel, D. (2003) Synthetic expanded porphyrin chemistry, Angew. Chem. Int. Ed. 42, 5134–5175.

    Article  Google Scholar 

  45. Sessler, J.L., Zimmerman, R.S., Bucher, C., Kral, V. and Andrioletti, B. (2001) Calixphyrins. Hybrid macrocycles at the structural crossroads between porphyrins and calixpyrroles, Pure Appl. Chem. 73, 1041–1057.

    Google Scholar 

  46. Sessler, J.L. and Davis, J.M. (2001) Sapphyrins: versatile anion binding agents, Acc. Chem. Res. 34, 989–997.

    Article  PubMed  Google Scholar 

  47. Sessler, J.L. and Miller, R.A. (2000) Texaphyrins: new drugs with diverse clinical applications in radiation and photodynamic therapy, Biochem. Pharmacol. 59, 733–739.

    Article  PubMed  Google Scholar 

  48. Hanna, T.A., Liu, L., Angeles-Boza, A.M., Kou, X., Gutsche, C.D., Ejsmont, K., Watson, W.H., Zakharov, L.N., Incarvito, C.D. and Rheingold, A.L. (2003) Synthesis, structures, and conformational characteristics of calixarene monoanions and dianions, J. Am. Chem. Soc. 125, 6228–6238.

    Article  PubMed  Google Scholar 

  49. Wang, J. and Gutsche, C.D. (2002) Tricalixarenes and pentacalixarenes: synthesis and complexation studies, J. Org. Chem. 67, 4423–4429.

    Article  PubMed  Google Scholar 

  50. Sanders, J.K.M. (2004) Self-assembly using dynamic combinatorial chemistry, Philosoph. Trans. Royal Soc. London, Series A: Math., Phys., Eng. Sci. 362, 1239–1245.

    Google Scholar 

  51. Brisig, B., Sanders, J.K.M. and Otto, S. (2003) Selection and amplification of a catalyst from a dynamic combinatorial library, Angew. Chem., Int. Ed. 42, 1270–1273.

    Google Scholar 

  52. Johnstone, K.D., Bampos, N., Sanders, J.K.M. and Gunter, M.J. (2003) A self-assembling polymer-bound rotaxane under thermodynamic control, Chem. Commun., 1396–1397.

    Google Scholar 

  53. Corbett, P.T., Otto, S. and Sanders, J.K.M. (2004) Correlation between host-guest binding and host amplification in simulated dynamic combinatorial libraries, Chem.-A Eur. J. 10, 3139–3143.

    Article  Google Scholar 

  54. Vignon, S.A., Jarrosson, T., Iijima, T., Tseng, H., Sanders, J.K.M. and Stoddart, J.F. (2004) Switchable neutral bistable rotaxanes, J. Am. Chem. Soc. 126, 9884–9885.

    Article  PubMed  Google Scholar 

  55. Tominaga, M., Kusukawa, T., Sakamoto, S., Yamaguchi, K. and Fujita, M. (2004) Complementary multicomplexation of desymmetrized 2,2“-bipyridine ligands on square planar Pd(II) centers, Chem. Lett. 33, 794–795.

    Article  Google Scholar 

  56. Hori, A., Kataoka, H., Akasaka, A., Okano, T. and Fujita, M. (2003) Reversible catenation of coordination rings with Pd(II) and/or Pt(II) metal centers: chirality induction through catenation, J. Polymer Sci., Part A: Polymer Chem. 41, 3478–3485.

    Google Scholar 

  57. Tominaga, M., Kato, M., Okano, T., Sakamoto, S., Yamaguchi, K. and Fujita, M. (2003) Stabilization of a self-assembled coordination nanotube by covalent link, Chem. Lett. 32, 1012–1013.

    Article  Google Scholar 

  58. Chand, D.K., Fujita, M., Biradha, K., Sakamoto, S. and Yamaguchi, K. (2003) Metal driven self-assembly of pyridine appended ligands with cis-protected/naked Pd(II) ion: a comparative study, J. Chem. Soc., Dalton Trans. 2750–2756.

    Google Scholar 

  59. Yoshizawa, M. and Fujita, M. (2004) Cavity-directed syntheses within self-assembled nano-space, Yuki Gosei Kagaku Kyokaishi 62, 416–423.

    Google Scholar 

  60. Izatt, R.M., Bradshaw, J.S., Bruening, R.L. and Bruening, M.L. (1994) Solid phase extraction of ions of analytical interest using molecular recognition technology, Am. Lab., 26, no. 18, 28c–28m.

    Google Scholar 

  61. Izatt, N.E., Bruening, R.L., Krakowiak, K.E. and Izatt, S.R. (2000) Contributions of Professor Reed M. Izatt to molecular recognition technology: from laboratory to commercial application, Ind. Eng. Chem. Res. 39, 3405–3411.

    Article  Google Scholar 

  62. Goken, G.L., Bruening, R.L., Krakowiak, K.E. and Izatt, R.M. (1999) Metal-ion separations using SuperLig or AnaLig materials encased in Empore cartridges and disks; in Bond, A.H.; Dietz, M.L.; Rogers, R.D., (eds.), Metal-Ion Separation and Preconcentration; Progress and Opportunities; ACS Symposium Series 716; American Chemical Society: Washington, D.C., Chapter 17, pp 251–259.

    Google Scholar 

  63. Nobel Lectures, Chemistry 1981–1990 (1992) Malmström, B.G. (ed.), World Scientific, London, UK, pp. 411–511.

    Google Scholar 

  64. J. Incl. Phenom. Mol. Recognit. Chem. (1992) 12, 1–395. The Pedersen memorial issue, Izatt, R.M. and Bradshaw, J.S. (eds.)

    Google Scholar 

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Izatt, R.M., Pawlak, K., Bradshaw, J.S. (2005). Contributions of the International Symposium on Macrocyclic Chemistry to the Development of Macrocyclic Chemistry. In: Gloe, K. (eds) Macrocyclic Chemistry. Springer, Dordrecht. https://doi.org/10.1007/1-4020-3687-6_1

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