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Cyclizations during the Grignard Reactions of co-Bromoalkynes

Jack K. Crandall ; Department of Chemistry, Indiana University, Bloomington, IN 47405
William J. Michaely ; Department of Chemistry, Indiana University, Bloomington, IN 47405
François Collonges ; Department of Chemistry, Indiana University, Bloomington, IN 47405
Deanna J. Nelson ; Department of Chemistry, Indiana University, Bloomington, IN 47405
Timothy A. Ayers ; Department of Chemistry, Indiana University, Bloomington, IN 47405
Joseph J. Gajewski ; Department of Chemistry, Indiana University, Bloomington, IN 47405

Puni tekst: engleski, pdf (28 MB) str. 1473-1490 preuzimanja: 190* citiraj
APA 6th Edition
Crandall, J.K., Michaely, W.J., Collonges, F., Nelson, D.J., Ayers, T.A. i Gajewski, J.J. (1996). Cyclizations during the Grignard Reactions of co-Bromoalkynes. Croatica Chemica Acta, 69 (4), 1473-1490. Preuzeto s https://hrcak.srce.hr/135984
MLA 8th Edition
Crandall, Jack K., et al. "Cyclizations during the Grignard Reactions of co-Bromoalkynes." Croatica Chemica Acta, vol. 69, br. 4, 1996, str. 1473-1490. https://hrcak.srce.hr/135984. Citirano 08.03.2021.
Chicago 17th Edition
Crandall, Jack K., William J. Michaely, François Collonges, Deanna J. Nelson, Timothy A. Ayers i Joseph J. Gajewski. "Cyclizations during the Grignard Reactions of co-Bromoalkynes." Croatica Chemica Acta 69, br. 4 (1996): 1473-1490. https://hrcak.srce.hr/135984
Harvard
Crandall, J.K., et al. (1996). 'Cyclizations during the Grignard Reactions of co-Bromoalkynes', Croatica Chemica Acta, 69(4), str. 1473-1490. Preuzeto s: https://hrcak.srce.hr/135984 (Datum pristupa: 08.03.2021.)
Vancouver
Crandall JK, Michaely WJ, Collonges F, Nelson DJ, Ayers TA, Gajewski JJ. Cyclizations during the Grignard Reactions of co-Bromoalkynes. Croatica Chemica Acta [Internet]. 1996 [pristupljeno 08.03.2021.];69(4):1473-1490. Dostupno na: https://hrcak.srce.hr/135984
IEEE
J.K. Crandall, W.J. Michaely, F. Collonges, D.J. Nelson, T.A. Ayers i J.J. Gajewski, "Cyclizations during the Grignard Reactions of co-Bromoalkynes", Croatica Chemica Acta, vol.69, br. 4, str. 1473-1490, 1996. [Online]. Dostupno na: https://hrcak.srce.hr/135984. [Citirano: 08.03.2021.]

Sažetak
The Grignard reactions of a number of (ö-bromoalkynes have been shown to undergo regioselective cyclizations in certain instances to give the smaller possible carbocycle. These cyclizations are shown to result from two competing processes, whose relative efficiencies depend upon the chain length and the remote substitutent on the acetylene. These are interpreted as a radical cyclization which occurs only during the time the Grignard is being formed from the bromide and an organometallic reaction which slowly transforms the Grignard reagent into its cyclic isomer. The mechanistic details of these transformations are discussed.

Hrčak ID: 135984

URI
https://hrcak.srce.hr/135984

Posjeta: 294 *