The stoichiometric hydrogenation of 9-methylidenefluorene and related compounds with hydridocobalt tetracarbonyl |
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| Authors: | Theodore E Nalesnik Milton Orchin |
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| Institution: | Department of Chemistry, University of Cincinnati, Cincinnati, Ohio 45221 U.S.A. |
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| Abstract: | 9-Methylideneflourene (IIa) reacts rapidly with HCo(CO)4 at -67° C to give a quantitative yield of 9-methylfluorene (IIIa); k2 (13.4 ± 0.5) × 10-2 l mol-1S-1. Although the internal olefin, 9-ethylidenefluorene (IIb) reacts more slowly than IIa, it is hydrogenated about 2.5 times as fast as the terminal olefin, 1,1-diphenylethylene (I). Measurement of the rate of the reaction of IIb with DCo(CO)4 and comparison with HCo(CO)4 shows a very large inverse isotope effect kH/kD of 0.43. |
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| Keywords: | To whom correspondence concerning this paper should be addressed |
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