Publikation: Selectivity and specificity in chemical reactions of carbene and carbyne metal complexes
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Abstract - Carbene complexes of group VI B metal carbonyls react with nucleophiles by two alternate pathways, depending on the nucleophilicity of the reagent: substitution of one CO ligand or addition to the carbene carbon atom. Reactions of carbene complexes with phosphines, amines and acetylenes are discussed to illustrate the selectivity of such reactions. A second electrophilic center at the carbene moiety, such as in siloxycarbene complexes, leads to different products. With electrophiles methoxy(organyl) carbene complexes react by cleavage of the methoxy group to yield carbyne complexes. Depending on the nature of the ligand "trans to the carbene ligand, neutral or cationic carbyne complexes are obtained. Amino (methoxy) carbene complexes (two different nucleophilic centers) yield .mino(ha1o)carbene complexes on treatment with boron trihalides. It is shown that four different types of products are obtained in the reactions of carbyne complexes with nucleophiles depending on the electron density at the metal center and on the nucleophilicity of the reagent.
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FISCHER, Ernst Otto, Ulrich SCHUBERT, Helmut FISCHER, 1978. Selectivity and specificity in chemical reactions of carbene and carbyne metal complexes. In: Pure and Applied Chemistry. 1978, 50(9-10). ISSN 1365-3075. Available under: doi: 10.1351/pac197850090857BibTex
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doi={10.1351/pac197850090857},
title={Selectivity and specificity in chemical reactions of carbene and carbyne metal complexes},
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volume={50},
issn={1365-3075},
journal={Pure and Applied Chemistry},
author={Fischer, Ernst Otto and Schubert, Ulrich and Fischer, Helmut}
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<dcterms:abstract xml:lang="eng">Abstract - Carbene complexes of group VI B metal carbonyls react with nucleophiles by two alternate pathways, depending on the nucleophilicity of the reagent: substitution of one CO ligand or addition to the carbene carbon atom. Reactions of carbene complexes with phosphines, amines and acetylenes are discussed to illustrate the selectivity of such reactions. A second electrophilic center at the carbene moiety, such as in siloxycarbene complexes, leads to different products. With electrophiles methoxy(organyl) carbene complexes react by cleavage of the methoxy group to yield carbyne complexes. Depending on the nature of the ligand "trans to the carbene ligand, neutral or cationic carbyne complexes are obtained. Amino (methoxy) carbene complexes (two different nucleophilic centers) yield .mino(ha1o)carbene complexes on treatment with boron trihalides. It is shown that four different types of products are obtained in the reactions of carbyne complexes with nucleophiles depending on the electron density at the metal center and on the nucleophilicity of the reagent.</dcterms:abstract>
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