Bisamidoximes: Synthesis and Complexation with Iron(iii)

James E. Johnson; Carol Carvallo; Debra D. Dolliver; Natalia Sanchez; Vilma Garza; Diana C. Canseco; Gordon L. Eggleton; Frank R. Fronczek

doi:10.1071/CH07157

RESEARCH ARTICLE

Bisamidoximes: Synthesis and Complexation with Iron(iii)

James E. Johnson ^A ^E , Carol Carvallo ^A , Debra D. Dolliver ^B , Natalia Sanchez ^A , Vilma Garza ^A , Diana C. Canseco ^A , Gordon L. Eggleton ^C and Frank R. Fronczek ^D

+ Author Affiliations

- Author Affiliations

^A Department of Chemistry and Physics, Texas Woman’s University, Denton, TX 76204-5859, USA.

^B Department of Chemistry and Physics, Southeastern Louisiana University, Hammond, LA 70402, USA.

^C Department of Physical Sciences, Southeastern Oklahoma University, Durant, OK 74701-0609, USA.

^D Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.

^E Corresponding author. Email: jjohnson@mail.twu.edu

Australian Journal of Chemistry 60(9) 685-690 https://doi.org/10.1071/CH07157
Submitted: 17 May 2007 Accepted: 1 August 2007 Published: 11 September 2007

Abstract

Bisamidoximes have been synthesized by the reaction of 4-methylbenzohydroximoyl chloride with 1,2-diaminoethane, 1,3-diaminopropane, 1,4-diaminobutane, and 3,3′-diamino-N-methyl-dipropylamine. A monoamidoxime and a trisamidoxime were also prepared in the present work by the reaction of 4-methylbenzohydroximoyl chloride with N,N-dimethylethylenediamine and tris(2-aminoethyl)amine. Single crystal X-ray structures of three of the bisamidoximes have shown that the two amidoxime moieties have the Z configuration in all three compounds. Job’s method of continuous variations showed that three of the bisamidoximes prepared in this work form 1:1 complexes with iron(iii) and therefore are acting as tetradentate ligands.

Acknowledgements

We acknowledge the NIH/NIGMS MBRS Grant R25-GM55380, The Robert A. Welch Foundation (Grant no. M-0200), the Texas Higher Education Coordinating Board–Advanced Research Program (Grant no. 003646–0002), and the Texas Woman’s University Research Enhancement Program for support of this work. We also thank Melissa Bodnar, Xuan Thao Nghe, and Aungeleca Williams who made the measurements for the Job’s plot on compound 6 as part of their instrumental analysis class.

References

Bisamidoximes: Synthesis and Complexation with Iron(iii)

Abstract

Acknowledgements

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