%0 Journal Article %1 Higuchi2006a %A Higuchi, Masayoshi %A Shomura, Ryo %A Ohtsuka, Yuhki %A Hayashi, Akari %A Yamamoto, Kimihisa %A Kurth, Dirk G. %C 1155 16TH ST, NW, WASHINGTON, DC 20036 USA %D 2006 %I AMER CHEMICAL SOC %J ORGANIC LETTERS %K dgkurth %N 21 %P 4723-4726 %R 10.1021/ol061758b %T Sequential metal ion assembly in cyclic phenylazomethine %U http://dx.doi.org/10.1021/ol061758b %V 8 %X Cyclic phenylazomethines with methylene spacers (CPA-M) are obtained by dehydration of diamine with diketone. During the titration of CPA-M 4mer with FeCl3, we observe two consecutive isosbestic points in the UV - vis spectra. We conclude that complexation occurs in two consecutive steps. Our analysis suggests that the stepwise metal ion assembly is caused by a difference in the basicity of the imine conformers. Metal ion binding first occurs at the Z imines followed by coordination to the E imine. Finally, metal ion assembly in this compound can be controlled electrochemically.

@article{Higuchi2006a, abstract = {Cyclic phenylazomethines with methylene spacers (CPA-M) are obtained by dehydration of diamine with diketone. During the titration of CPA-M 4mer with FeCl3, we observe two consecutive isosbestic points in the UV - vis spectra. We conclude that complexation occurs in two consecutive steps. Our analysis suggests that the stepwise metal ion assembly is caused by a difference in the basicity of the imine conformers. Metal ion binding first occurs at the Z imines followed by coordination to the E imine. Finally, metal ion assembly in this compound can be controlled electrochemically.}, added-at = {2011-01-12T12:33:20.000+0100}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, affiliation = {Higuchi, M (Reprint Author), Natl Inst Mat Sci, 1-1 Namiki, Tsukuba, Ibaraki 3050044, Japan. Natl Inst Mat Sci, Tsukuba, Ibaraki 3050044, Japan.}, author = {Higuchi, Masayoshi and Shomura, Ryo and Ohtsuka, Yuhki and Hayashi, Akari and Yamamoto, Kimihisa and Kurth, Dirk G.}, author-email = {higuchi.masayoshi@nims.go.jp}, biburl = {https://www.bibsonomy.org/bibtex/2fa0e9dbb15f4e49c700a84abbc1a8090/lctm}, cited-references = {DEANS R, 1997, J AM CHEM SOC, V119, P10863. EVANS DH, 1996, J CHEM SOC FARADAY T, V92, P3983. FUJITA M, 1999, NATURE, V400, P52. HAPIOT PF, 2001, J AM CHEM SOC, V123, P6669. HIGUCHI M, 1999, ORG LETT, V1, P1881. HIGUCHI M, 2000, J ORG CHEM, V65, P5680. HIGUCHI M, 2003, J AM CHEM SOC, V125, P9988, DOI 10.1021/ja035608x. HIGUCHI M, 2003, ORG LETT, V5, P345, DOI 10.1021/ol0273755. HU K, 1997, J ELECTROANAL CHEM, V423, P29. KAUFMAN LG, 1970, POLYM PREPR AM CHEM, V11, P250. LEHN JM, 2002, SCIENCE, V295, P2400. LIU Y, 2004, J AM CHEM SOC, V126, P9150, DOI 10.1021/ja048164t. MAESTRI M, 1995, INORG CHEM, V34, P2759. MATSUDA R, 2005, NATURE, V436, P238, DOI 10.1038/nature03852. NABESHIMA T, 1994, ANGEW CHEM INT EDIT, V33, P1750. NISHIUMI T, 2004, MACROMOLECULES, V37, P2661, DOI 10.1021/ma035370x. SEVERIN N, 2004, J AM CHEM SOC, V126, P3696, DOI 10.1021/ja039708e. SHEN J, 2006, INORG CHEM, V45, P2251, DOI 10.1021/ic051729h. TAYLOR LT, 1966, J AM CHEM SOC, V88, P3170. VOLPE AA, 1971, THERMOCHIM ACTA, V2, P175. WILLIAMS PA, 1993, MACROMOLECULES, V26, P5820. YAMAMOTO K, 2002, NATURE, V415, P509. ZHAO MQ, 1998, J AM CHEM SOC, V120, P4877.}, doc-delivery-number = {091LS}, doi = {10.1021/ol061758b}, interhash = {0c6ac416dfaddeeeac41ae6753e5be11}, intrahash = {fa0e9dbb15f4e49c700a84abbc1a8090}, issn = {1523-7060}, journal = {ORGANIC LETTERS}, journal-iso = {Org. Lett.}, keywords = {dgkurth}, keywords-plus = {STEPWISE RADIAL COMPLEXATION; SELECTIVE SYNTHESIS; ELECTROCHEMISTRY; RECOGNITION; OXIDATION; SYSTEMS}, language = {English}, month = {OCT 12}, number = 21, number-of-cited-references = {23}, pages = {4723-4726}, publisher = {AMER CHEMICAL SOC}, subject-category = {Chemistry, Organic}, times-cited = {9}, timestamp = {2011-01-12T12:33:20.000+0100}, title = {Sequential metal ion assembly in cyclic phenylazomethine}, type = {Article}, unique-id = {ISI:000241030900014}, url = {http://dx.doi.org/10.1021/ol061758b}, volume = 8, year = 2006 }