Download PDF
Synthesis 1992; 1992(11): 1164-1169
DOI: 10.1055/s-1992-26327
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of a Series of Symmetrically Disubstituted Diacetylenes with Polychlorophenyl Rings as Side Groups and Linear Polyether Chains as Spacers

Esteve Hernàndez* , Angels Galan, Concepció Rovira, Jaume Veciana
  • *Institut de Ciència de Materials de Barcelona (CSIC), Campus de la U. A. B, E-08193 Bellaterra, Spain
Further Information

Publication History

Publication Date:
17 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Aryl disubstituted diacetylenes with spacers of different lengths (CH2O, CH2OCH2CH2O, and CH2OCH2CH2CH2O) have been synthesized.Smaller homologues of the series were readily obtained by nucleophilic substitutions on 2,4-hexadiynylene bis(p-toluenesul-fonate). However higher homologues could not be prepared by this method from the corresponding extended bistosylates due to their low reactivities. The observed decrease of reactivity with phenoxides of such extended bistosylates is ascribed to folded conformations adopted by these derivatives. Consequently, the synthesis of higher members of the series was carried out by a multistep procedure involving appropriately functionalized monoacetylenes.