Cyclic Diynes by Alkyne Metathesis

Björn Hellbach; Rolf Gleiter; Frank Rominger

doi:10.1055/s-2003-42421

PAPER

Cyclic Diynes by Alkyne Metathesis

Björn Hellbach, Rolf Gleiter*, Frank Rominger
Organisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
Fax: +49(6221)544205; e-Mail: Rolf.Gleiter@urz.uni-heidelberg.de;

Abstract

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Abstract

The preparation of α,ω-diynes with methyl groups at the termini (11a-i) is described. The methylene groups between the alkyne units vary between n = 12 (a) and n = 4 (i). Ring closing metathesis with Mo(CO)₆/CF₃C₆H₄OH yielded the monocyclic alkyne 12a with 11a as starting material, whereas 11b-g yielded the cyclic diynes 13b-g. Detailed structural parameters were obtained for 13b and 13c by X-ray crystallography.

Key words

alkyne metathesis - cyclic diynes - cyclizations - macrocycles - molybdenum

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References

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Methylated α,ω-diynes react under alkyne metathesis conditions to cyclic diynes.