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Ethynylthioamide Complexes : Synthesis, Reactivity and an Unusual Coupling Reaction with Diethylaminopropyne

Ethynylthioamide Complexes : Synthesis, Reactivity and an Unusual Coupling Reaction with Diethylaminopropyne

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SZESNI, Normen, Matthias DREXLER, Bernhard WEIBERT, Helmut FISCHER, 2007. Ethynylthioamide Complexes : Synthesis, Reactivity and an Unusual Coupling Reaction with Diethylaminopropyne. In: Zeitschrift für Naturforschung B. 62(3), pp. 346-356. ISSN 0932-0776. eISSN 1865-7117. Available under: doi: 10.1515/znb-2007-0307

@article{Szesni2007Ethyn-22895, title={Ethynylthioamide Complexes : Synthesis, Reactivity and an Unusual Coupling Reaction with Diethylaminopropyne}, year={2007}, doi={10.1515/znb-2007-0307}, number={3}, volume={62}, issn={0932-0776}, journal={Zeitschrift für Naturforschung B}, pages={346--356}, author={Szesni, Normen and Drexler, Matthias and Weibert, Bernhard and Fischer, Helmut} }

Weibert, Bernhard Drexler, Matthias eng 2007 Weibert, Bernhard Fischer, Helmut Ethynylthioamide Complexes : Synthesis, Reactivity and an Unusual Coupling Reaction with Diethylaminopropyne Drexler, Matthias Szesni, Normen Szesni, Normen 2013-05-31T17:19:32Z The reaction of [(CO)<sub>5</sub>Cr(THF)] with propynethioic acid amides, R–C≡C–C(=S)NMe<sub>2</sub> (R = H, SiMe<sub>3</sub>), yields the thioamide complexes [(CO)<sub>5</sub>Cr–S=C(NMe<sub>2</sub>)C≡C–H] (1a) and [(CO)<sub>5</sub>Cr–S=C(NMe<sub>2</sub>)C≡C–SiMe<sub>3</sub>] (1b). Treatment of solutions of 1a or 1b with methyllithium generates, via deprotonation or desilylation, the lithium salt Li[(CO)<sub>5</sub>Cr–S=C(NMe<sub>2</sub>)C≡C] (2). On filtration over silica, 2 is readily reprotonated. Complex 1a is inert towards methanol, however, adds diethylamine across the C≡C bond to give the thioacrylamide complex [(CO)<sub>5</sub>Cr–=C(NMe<sub>2</sub>)C(H)=C(H)NMe<sub>2</sub>] (3). Thiourea displaces the thioamide ligand to give [(CO)<sub>5</sub>Cr–S=C(NH<sub>2</sub>)<sub>2</sub>] (4). Complex 1a reacts with half an equivalent of diethylaminopropyne in a three-component coupling to form the homobinuclear complex [(CO)<sub>5</sub>Cr–=C(NEt<sub>2</sub>)–C(CH<sub>3</sub>)=C(H)–C(H)=C(NMe<sub>2</sub>)–C≡C–C(NMe2)=S–Cr(CO)<sub>5</sub>] (5) in high yield. The solid state structures of complexes 1a and 5 were established by X-ray structural analyses. Zeitschrift für Naturforschung B ; 62 (2007), 3. - S. 346-356 2013-05-31T17:19:32Z deposit-license Fischer, Helmut

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