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Article: Synthesis of metallomacrocyclophanes: Deduction of structure from electrospray ionization mass spectroscopy and molecular mechanics computations

TitleSynthesis of metallomacrocyclophanes: Deduction of structure from electrospray ionization mass spectroscopy and molecular mechanics computations
Authors
Lofthagen, MichaelSiegel, Jay S.Hackett, Murray
Issue Date1995
Citation
Tetrahedron, 1995, v. 51, n. 22, p. 6195-6208 How to Cite?
DOI: http://dx.doi.org/10.1016/0040-4020(95)00287-I
AbstractThe synthesis of metallomacrocyclophanes 7-tos and 8, in which environmentally tunable ferriccatecholamide coordination bonds hold the cyclophane together, is described. UV-vis spectroscopic studies of 7-tos and 8 display characteristics of ferric-tris(catecholamide) complexes, i.e. burgundy color (λmax=ca. 490 nm)and high stability, at high pH, and 1:1 stoichiometry. Electrospray ionization mass spectra of 8 show prominent ions due to a monomeric 1:1 (ligand/metal) complex. Molecular mechanics calculations on 7 and 8 indicate that out-isomeric configurations predominate, leaving a void in the metallomacrocyclophane interiors. © 1995.
Persistent Identifierhttp://hdl.handle.net/10722/341496
ISSN
0040-4020
2021 Impact Factor: 2.388
2020 SCImago Journal Rankings: 0.581

 

DC FieldValueLanguage
dc.contributor.authorLofthagen, Michael-
dc.contributor.authorSiegel, Jay S.-
dc.contributor.authorHackett, Murray-
dc.date.accessioned2024-03-13T08:43:15Z-
dc.date.available2024-03-13T08:43:15Z-
dc.date.issued1995-
dc.identifier.citationTetrahedron, 1995, v. 51, n. 22, p. 6195-6208-
dc.identifier.issn0040-4020-
dc.identifier.urihttp://hdl.handle.net/10722/341496-
dc.description.abstractThe synthesis of metallomacrocyclophanes 7-tos and 8, in which environmentally tunable ferriccatecholamide coordination bonds hold the cyclophane together, is described. UV-vis spectroscopic studies of 7-tos and 8 display characteristics of ferric-tris(catecholamide) complexes, i.e. burgundy color (λmax=ca. 490 nm)and high stability, at high pH, and 1:1 stoichiometry. Electrospray ionization mass spectra of 8 show prominent ions due to a monomeric 1:1 (ligand/metal) complex. Molecular mechanics calculations on 7 and 8 indicate that out-isomeric configurations predominate, leaving a void in the metallomacrocyclophane interiors. © 1995.-
dc.languageeng-
dc.relation.ispartofTetrahedron-
dc.titleSynthesis of metallomacrocyclophanes: Deduction of structure from electrospray ionization mass spectroscopy and molecular mechanics computations-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/0040-4020(95)00287-I-
dc.identifier.scopuseid_2-s2.0-0029055325-
dc.identifier.volume51-
dc.identifier.issue22-
dc.identifier.spage6195-
dc.identifier.epage6208-

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