Literature DB >> 17279805

1,2-HOIQO--a highly versatile 1,2-HOPO analogue.

Michael Seitz1, Michael D Pluth, Kenneth N Raymond.   

Abstract

A cyclic, bidentate hydroxamic acid binding unit based on an isoquinoline scaffold has been utilized for the synthesis of a hexadentate tripodal ligand based on the TREN backbone. This prototype for a new class of multidentate chelators forms mononuclear iron(III) complexes and one-dimensional coordination polymers with lanthanide(III) cations. The latter has been determined by single-crystal X-ray analysis of the cerium species. The solid-state structure in the monoclinic space group P2(1)/c (C(36)H(34)CeN(7)O(11), a = 12.341(2) A, b = 26.649(4) A, c = 10.621(2) A, alpha = gamma = 90 degrees, beta = 96.753(3) degrees, V = 3468.6(9) A3, Z = 4) exhibits a trigonal-dodecahedral environment around the cerium cation. The proof of concept for the versatility of the new scaffold has been shown by the modification of the crucial precursor 3-carboxyisocoumarin through electrophilic aromatic substitutions to yield the corresponding chlorosulfonated and nitrated analogues.

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Year:  2007        PMID: 17279805      PMCID: PMC3190976          DOI: 10.1021/ic0614869

Source DB:  PubMed          Journal:  Inorg Chem        ISSN: 0020-1669            Impact factor:   5.165


  8 in total

1.  New software for searching the Cambridge Structural Database and visualizing crystal structures.

Authors:  Ian J Bruno; Jason C Cole; Paul R Edgington; Magnus Kessler; Clare F Macrae; Patrick McCabe; Jonathan Pearson; Robin Taylor
Journal:  Acta Crystallogr B       Date:  2002-05-29

Review 2.  Rational design of sequestering agents for plutonium and other actinides.

Authors:  Anne E V Gorden; Jide Xu; Kenneth N Raymond; Patricia Durbin
Journal:  Chem Rev       Date:  2003-11       Impact factor: 60.622

3.  "Cymothoe sangaris": an extremely stable and highly luminescent 1,2-hydroxypyridinonate chelate of Eu(III).

Authors:  Evan G Moore; Jide Xu; Christoph J Jocher; Eric J Werner; Kenneth N Raymond
Journal:  J Am Chem Soc       Date:  2006-08-23       Impact factor: 15.419

4.  Isocoumarin.

Authors:  H W JOHNSTON; C E KASLOW
Journal:  J Org Chem       Date:  1948-07       Impact factor: 4.354

5.  Plutonium(IV) sequestration: structural and thermodynamic evaluation of the extraordinarily stable cerium(IV) hydroxypyridinonate complexes.

Authors:  J Xu; E Radkov; M Ziegler; K N Raymond
Journal:  Inorg Chem       Date:  2000-09-04       Impact factor: 5.165

6.  Fast biological iron chelators: kinetics of iron removal from human diferric transferrin by multidentate hydroxypyridonates.

Authors:  I Turcot; A Stintzi; J Xu; K N Raymond
Journal:  J Biol Inorg Chem       Date:  2000-10       Impact factor: 3.358

7.  Gadolinium(III) 1,2-hydroxypyridonate-based complexes: toward MRI contrast agents of high relaxivity.

Authors:  Jide Xu; David G Churchill; Mauro Botta; Kenneth N Raymond
Journal:  Inorg Chem       Date:  2004-09-06       Impact factor: 5.165

8.  Synthesis and initial evaluation for in vivo chelation of Pu(IV) of a mixed octadentate spermine-based ligand containing 4-carbamoyl-3-hydroxy-1-methyl-2(1H)-pyridinone and 6-carbamoyl-1-hydroxy-2(1H)-pyridinone.

Authors:  Jide Xu; Patricia W Durbin; Birgitta Kullgren; Shirley N Ebbe; Linda C Uhlir; Kenneth N Raymond
Journal:  J Med Chem       Date:  2002-08-29       Impact factor: 7.446

  8 in total
  4 in total

1.  The lanthanide contraction revisited.

Authors:  Michael Seitz; Allen G Oliver; Kenneth N Raymond
Journal:  J Am Chem Soc       Date:  2007-08-18       Impact factor: 15.419

Review 2.  Macromolecules, dendrimers, and nanomaterials in magnetic resonance imaging: the interplay between size, function, and pharmacokinetics.

Authors:  Aaron Joseph L Villaraza; Ambika Bumb; Martin W Brechbiel
Journal:  Chem Rev       Date:  2010-05-12       Impact factor: 60.622

3.  The Earlier the Better: Structural Analysis and Separation of Lanthanides with Pyrroloquinoline Quinone.

Authors:  Henning Lumpe; Annika Menke; Christoph Haisch; Peter Mayer; Anke Kabelitz; Kirill V Yusenko; Ana Guilherme Buzanich; Theresa Block; Rainer Pöttgen; Franziska Emmerling; Lena J Daumann
Journal:  Chemistry       Date:  2020-07-07       Impact factor: 5.236

4.  Crystal structure of bis-(pivaloyl-hydroxamato-κ2O,O')copper(II).

Authors:  Kateryna Goleva; Dina Naumova; Anna Pavlishchuk; Anthony W Addison; Matthias Zeller
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2018-08-31
  4 in total

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