6088-94-4Relevant academic research and scientific papers
Nicholas Reactions of Alkynyl- and Alkenyltrifluoroborates
Onge, Brent St.,Green, James R.
, p. 2923 - 2927 (2017)
The Lewis acid mediated Nicholas reaction of potassium alkynyltrifluoroborates and propargyl acetate-hexacarbonyldicobalt complexes affords 1,4-diyne dicobalt hexacarbonyl complexes in good yields. The analogous Nicholas reactions of potassium alkenyltrif
Reaction of Alkynyl- And Alkenyltrifluoroborates with Propargyldicobalt Cations: Alkynylation, Alkenylation, and Cyclopropanation Product Pathways
Battersby, Jeffrey,Green, James R.,St Onge, Brent,Taimoory, S. Maryamdokht,Trant, John F.
, p. 18094 - 18106 (2021/12/13)
The Lewis acid-mediated Nicholas reactions of propargyl acetate–Co2(CO)6 complexes with a series of potassium alkynyltrifluoroborates and potassium alkenyltrifluoroborates are described. Alkynyltrifluoroborates directly alkynylate the intermediate propargyldicobalt cations. In contrast, alkenyltrifluoroborates proceed through one of the three modes of dominant reactivity: C-2-substituted alkenyltrifluorobrates directly alkenylate, predominantly with the retention of stereochemistry. C-1-substituted alkenyltrifluoroborates alkenylate at C-2. Potassium vinyltrifluoroborate incorporates a cyclopropane at the site propargyl to alkynedicobalt. Computational analysis of these systems explains the differential modes of reactivity of alkenyltrifluoroborates and outlines the probable mechanisms for the formation of each product.
SYNTHESIS OF SKIPPED (1,4) DIYNES VIA COUPLING OF (PROPARGYL ACETATE)DICOBALT HEXACARBONYL COMPLEXES WITH ALKYNYL ALANES
Padmanabhan, S.,Nicholas, K. M.
, p. 2239 - 2242 (2007/10/02)
A general, highly selective route to skipped (1,4) diynes, including the hitherto unknown 3-substituted derivatives, is provided by the reactions of (propargyl acetate)Co2(CO)6 complexes with trialkynyl alanes and subsequent demetallation.
