Synthesis of (E,E)-1,5-cycloalkadienes. Part II

P.J.M. Reijnders, H.R. Fransen, H.M. Buck

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6 Citations (Scopus)

Abstract

The synthesis of (E,E)-1,5-cyclodienes is described. The preparation of these ring systems is accomplished by intramolecular coupling of (E,E)-3,3'-polymethylenebis(allyl bromides), with bis(1,5-cyclooctadiene)nickel(0). In this way the fourteen, sixteen and eighteen ring can be prepared in good yield. Synthesis of the twelve ring in this manner fails and gives only cyclodimers and acyclic products. Synthesis of (E,E)-1,5-cyclododecadiene is accomplished by reduction of (E,E,E)-1,5,9-cyclododecatriene.
Original languageEnglish
Pages (from-to)511-514
JournalRecueil des Travaux Chimiques des Pays-Bas
Volume98
Issue number10
DOIs
Publication statusPublished - 1979

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1,5,9-cyclododecatriene
Nickel
allyl bromide
1,5-cyclooctadiene

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Reijnders, P.J.M. ; Fransen, H.R. ; Buck, H.M. / Synthesis of (E,E)-1,5-cycloalkadienes. Part II. In: Recueil des Travaux Chimiques des Pays-Bas. 1979 ; Vol. 98, No. 10. pp. 511-514.
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abstract = "The synthesis of (E,E)-1,5-cyclodienes is described. The preparation of these ring systems is accomplished by intramolecular coupling of (E,E)-3,3'-polymethylenebis(allyl bromides), with bis(1,5-cyclooctadiene)nickel(0). In this way the fourteen, sixteen and eighteen ring can be prepared in good yield. Synthesis of the twelve ring in this manner fails and gives only cyclodimers and acyclic products. Synthesis of (E,E)-1,5-cyclododecadiene is accomplished by reduction of (E,E,E)-1,5,9-cyclododecatriene.",
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Synthesis of (E,E)-1,5-cycloalkadienes. Part II. / Reijnders, P.J.M.; Fransen, H.R.; Buck, H.M.

In: Recueil des Travaux Chimiques des Pays-Bas, Vol. 98, No. 10, 1979, p. 511-514.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Synthesis of (E,E)-1,5-cycloalkadienes. Part II

AU - Reijnders, P.J.M.

AU - Fransen, H.R.

AU - Buck, H.M.

PY - 1979

Y1 - 1979

N2 - The synthesis of (E,E)-1,5-cyclodienes is described. The preparation of these ring systems is accomplished by intramolecular coupling of (E,E)-3,3'-polymethylenebis(allyl bromides), with bis(1,5-cyclooctadiene)nickel(0). In this way the fourteen, sixteen and eighteen ring can be prepared in good yield. Synthesis of the twelve ring in this manner fails and gives only cyclodimers and acyclic products. Synthesis of (E,E)-1,5-cyclododecadiene is accomplished by reduction of (E,E,E)-1,5,9-cyclododecatriene.

AB - The synthesis of (E,E)-1,5-cyclodienes is described. The preparation of these ring systems is accomplished by intramolecular coupling of (E,E)-3,3'-polymethylenebis(allyl bromides), with bis(1,5-cyclooctadiene)nickel(0). In this way the fourteen, sixteen and eighteen ring can be prepared in good yield. Synthesis of the twelve ring in this manner fails and gives only cyclodimers and acyclic products. Synthesis of (E,E)-1,5-cyclododecadiene is accomplished by reduction of (E,E,E)-1,5,9-cyclododecatriene.

U2 - 10.1002/recl.19790981006

DO - 10.1002/recl.19790981006

M3 - Article

VL - 98

SP - 511

EP - 514

JO - Recueil des Travaux Chimiques des Pays-Bas

JF - Recueil des Travaux Chimiques des Pays-Bas

SN - 0165-0513

IS - 10

ER -