Nickel( 0 )‐Mediated [3+2+2] and [2+2+2+1] Cyclization Reactions of Chromium Fischer Carbene Complexes and Alkynes | Zendy

Barluenga José | Zendy; Barrio Pablo | Zendy; López Luis A. | Zendy; Tomás Miguel | Zendy; GarcíaGranda Santiago | Zendy; AlvarezRúa Carmen | Zendy

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Nickel( 0 )‐Mediated [3+2+2] and [2+2+2+1] Cyclization Reactions of Chromium Fischer Carbene Complexes and Alkynes

Author(s) -

Barluenga José,

Barrio Pablo,

López Luis A.,

Tomás Miguel,

GarcíaGranda Santiago,

AlvarezRúa Carmen

Publication year - 2003

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200351216

Subject(s) - carbene , chromium , chemistry , reactivity (psychology) , alkyne , nickel , medicinal chemistry , organic chemistry , catalysis , medicine , alternative medicine , pathology

Dramatic changes in Fischer carbene reactivity occur in the presence of [Ni(cod) 2 ]. Thus, instead of Dötz [3+2+1] benzannulation giving substituted phenols, alkenyl carbene complexes incorporate two equivalents of alkyne in a [3+2+2] cyclization, while simple chromium carbene complexes undergo a [2+2+2+1] cyclization (see scheme). These cyclizations are regio‐ and diastereoselective. cod=1,5‐cyclooctadiene.

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