PuSH - Publikationsserver des Helmholtz Zentrums München: Spectroscopic and theoretical investigations of electrophilic bromination reactions of alkynes : The first evidence for complexes as reaction intermediates.

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Bianchini, R.* ; Chiappe, C.* ; Lenoir, D. ; Goldberg, N.*

Spectroscopic and theoretical investigations of electrophilic bromination reactions of alkynes : The first evidence for complexes as reaction intermediates.

Chem. Eur. J. 5, 1570-1580 (1999)

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Open Access Green möglich sobald Postprint bei der ZB eingereicht worden ist.

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The first direct detection of a 1:1 Br₂–alkyne complex as an intermediate during the addition of Br₂ to alkynes is reported. The measured negative apparent activation energies for bromination of arylalkylacetylenes are only compatible with the formation of a reactive complex that precedes the rate-determining step. Quantum-chemical calculations suggest that the Br₂ in the 1:1 complex functions as a donor for a second Br₂ molecule as depicted here, giving a trimolecular complex structurally very similar to a stable Br₂–Br₂–alkene adduct reported some time ago.

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