The course of oxidative addition reactions of haloalkynes and haloalkenes to dimethyl- and dialkynylaurate(I) anions [RAuR] |
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Authors: | Oliver Schuster |
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Institution: | Department Chemie, Technische Universität München, Lichtenbergstrasse 4, 85747 Garching, Germany |
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Abstract: | The reactions of halo-alkynes Cl-C CH, C-lC C-Cl or PhC C-I with solutions of Li+MeAuMe]− in diethylether containing Ph3P do not give the expected oxidative addition products Me2(RC C)Au(PPh3) with R = H, Cl, Ph. A mixture of other complexes is obtained instead which are generated in secondary reactions involving reductive elimination of ethane and/or dialkyne. However, addition of the halo-alkene H(Cl)C CCl2 to the same substrate solution affords trans-Me2trans-H(Cl)C C(Cl)]Au(PPh3) in good yield. Its molecular structure with pseudo-Cs symmetry has been determined by the solution NMR spectra and a single-crystal X-ray diffraction study. The reaction of methyl iodide with solutions of Li+RC CAuC CR]− in diethylether containing PPh3 give the quaternary salts Ph3PMe+ RC CAuC CR]− as the main products and only small amounts of cis-Me2(RC C)Au(PPh3) complexes probably formed in a series of oxidative addition, reductive elimination, and substitution reactions. The structure of Ph3PMe+ PhC CAuC CPh]− has been determined. |
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Keywords: | Gold complexes Oxidative addition Reductive elimination Alkenylgold(III) complex Alkynylgold(III) complex cis-Dialkylgold(III) complex |
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