Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 24, Issue 39, Pages 9760-9764Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201801448
Keywords
beta-carbon elimination; carbyne; C-C bond activation; rhenium; vinylidene
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Funding
- Hong Kong Research Grants Council [602113, 16321516]
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The first examples of C-C bond cleavage reactions of internal propargyl alcohols to give vinylidene complexes are described. Treatment of [Re(dppm)(3)]I with RC CC(OH)R'R'' (R = aryl, alkyl; C(OH)R'R'' = C(OH)Ph-2,Ph- C(OH)Me-2, C(OH)HPh, C(OH)H-2) produced the vinylidene complexes ReI(=C=CHR)(dppm)(2) with the elimination of C(O)R'R''. Computational studies support that the reactions proceed through a beta-alkynyl elimination of alkoxide intermediates Re{OC(R')(R'')C CR}(dppm)(2).
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