Push-Pull-Diacetylene

The first synthesis of push-pull-diacetylenes of type 4 is described. Reaction of perchloro-butenine (13) with 2 equivalents of dialkylamine, followed by filtration and dechlorination by means of 2 equivalents of butyllithium gives lithium-dialkyl-amino-diynes (15). Final acylation of these interme...

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Main Authors: Urs Stämpfli, Markus Neuenschwander
Format: Article
Language:deu
Published: Swiss Chemical Society 1981-09-01
Series:CHIMIA
Online Access:https://www.chimia.ch/chimia/article/view/9533
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author Urs Stämpfli
Markus Neuenschwander
author_facet Urs Stämpfli
Markus Neuenschwander
author_sort Urs Stämpfli
collection DOAJ
description The first synthesis of push-pull-diacetylenes of type 4 is described. Reaction of perchloro-butenine (13) with 2 equivalents of dialkylamine, followed by filtration and dechlorination by means of 2 equivalents of butyllithium gives lithium-dialkyl-amino-diynes (15). Final acylation of these intermediates leads to push-pull-diacetylenes 4b, 4c and 4d in good yields. The method allows the introduction of both push- and pull-substituents in a simple one-pot-procedure.
format Article
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language deu
publishDate 1981-09-01
publisher Swiss Chemical Society
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series CHIMIA
spelling doaj-art-9163ca93293a4f50b0c80470c3cd6a212025-08-20T02:29:54ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24241981-09-0135910.2533/chimia.1981.336Push-Pull-DiacetyleneUrs Stämpfli0Markus Neuenschwander1Institut für Organische Chemie, Universität Bern, CH-3012 Bern, Freiestrasse 3Institut für Organische Chemie, Universität Bern, CH-3012 Bern, Freiestrasse 3 The first synthesis of push-pull-diacetylenes of type 4 is described. Reaction of perchloro-butenine (13) with 2 equivalents of dialkylamine, followed by filtration and dechlorination by means of 2 equivalents of butyllithium gives lithium-dialkyl-amino-diynes (15). Final acylation of these intermediates leads to push-pull-diacetylenes 4b, 4c and 4d in good yields. The method allows the introduction of both push- and pull-substituents in a simple one-pot-procedure. https://www.chimia.ch/chimia/article/view/9533
spellingShingle Urs Stämpfli
Markus Neuenschwander
Push-Pull-Diacetylene
CHIMIA
title Push-Pull-Diacetylene
title_full Push-Pull-Diacetylene
title_fullStr Push-Pull-Diacetylene
title_full_unstemmed Push-Pull-Diacetylene
title_short Push-Pull-Diacetylene
title_sort push pull diacetylene
url https://www.chimia.ch/chimia/article/view/9533
work_keys_str_mv AT ursstampfli pushpulldiacetylene
AT markusneuenschwander pushpulldiacetylene