Nickel‐Catalyzed Cyclodimerization of Hexapentaenes: [4]Radialenes and [5]Radialenones with Cumulated Double Bonds | Zendy

Iyoda Masahiko | Zendy; Kuwatani Yoshiyuki | Zendy; Oda Masaji | Zendy; Kai Yasushi | Zendy; Kaneshisa Nobuko | Zendy; Kasai Nobutami | Zendy

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Nickel‐Catalyzed Cyclodimerization of Hexapentaenes: [4]Radialenes and [5]Radialenones with Cumulated Double Bonds

Author(s) -

Iyoda Masahiko,

Kuwatani Yoshiyuki,

Oda Masaji,

Kai Yasushi,

Kaneshisa Nobuko,

Kasai Nobutami

Publication year - 1990

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199010621

Subject(s) - cyclopentanone , steric effects , alkyl , double bond , catalysis , nickel , chemistry , ring (chemistry) , polymer chemistry , medicinal chemistry , stereochemistry , photochemistry , organic chemistry

The size of the alkyl substituents of [5]cumulenes such as 1 governs their nickelcatalyzed cyclodimerization. The sterically encumbered compound 1 affords the radialenone 2 and the radialene 3 . Head‐to‐tail coupling is observed for smaller substituents. The cyclopentanone ring in 2 is nearly planar.

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