Synthesis of a Dicyclopenta[ a, e ]pentalene by [6 + 2]‐Cycloaddition of 1,3‐Di‐ tert ‐butyl‐5‐vinylidenecyclopentadiene and Consecutive 8π‐Electrocyclic Reaction | Zendy

Stowasser Bernd | Zendy; Hafner Klaus | Zendy

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Synthesis of a Dicyclopenta[ a, e ]pentalene by [6 + 2]‐Cycloaddition of 1,3‐Di‐ tert ‐butyl‐5‐vinylidenecyclopentadiene and Consecutive 8π‐Electrocyclic Reaction

Author(s) -

Stowasser Bernd,

Hafner Klaus

Publication year - 1986

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.198604661

Subject(s) - pentalene , cycloaddition , allene , derivative (finance) , chemistry , medicinal chemistry , dehydrogenation , computational chemistry , photochemistry , organic chemistry , molecule , financial economics , economics , catalysis

The first non‐benzenoid, linearly annelated, tetracyclic system with [4n + 2]‐perimeter and [4n]‐partial structures was obtained by dimerization of the allene derivative 1 via [6 + 2]‐cycloaddition. Subsequent 8π‐electrocyclization yielded a tetraquinane, which could be dehydrogenated to the title compound 2 .

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