Benzenecarboximidoyl chloride, N-[(diethylamino)thioxomethyl]-

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CAS: 82655-59-2
MF: C12H15N2SCl
MW: 254.7789
Synonyms: Benzenecarboximidoyl chloride, N-[(diethylamino)thioxomethyl]-

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Ulrich Abram

Freie Universit?t Berlin
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Co-reporter: Jennifer Schroer, Ulrich Abram
pp: 218-222
Publication Date(Web):
DOI: 10.1016/j.poly.2011.11.023
Co-reporter: Juan Daniel Castillo Gomez, Hung Huy Nguyen, Adelheid Hagenbach, Ulrich Abram
pp: 123-130
Publication Date(Web):13 August 2012
DOI: 10.1016/j.poly.2012.06.016
Potentially tetradentate, binegative thiocarbamoylbenzamidines derived from o-phenylenediamines (H2L or H3L) are shown to be suitable ligand systems for oxidorhenium(V) cores. They readily react with (NBu4)[ReOCl4] or [ReOCl3(PPh3)2] under formation of monoxido complexes of the composition [ReO{(H)L}(Y)] with various co-ligands (Y = ReO4−, F3CCO2−, Cl− or methanol) or μ-oxido dimers depending on the reaction conditions applied. Representative products were isolated and studied spectroscopically and by X-ray diffraction.Substitutions in the periphery of the ligands allow the introduction of a carboxylic substituent, which may serve as anchor group for future bioconjugation of appropriate rhenium (or technetium) complexes.Graphical abstractPotentially tetradentate, binegative thiocarbamoylbenzamidines derived from o-phenylenediamines readily react with (NBu4)[ReOCl4] under formation of monoxido complexes. Substitutions in the periphery of the ligands may allow bioconjugation of metal complexes with suitable stability.Image for unlabelled figureHighlights► Tetradentate ligands with S,N,N,S donor sets form stable oxidorhenium(V) complexes. ► The ligands can be modified in their periphery with a carboxylic group. ► Complexes with the modified ligands are candidates for bioconjugation. ► The solid state structures of the complexes show networks of hydrogen bonds.