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Synthese substituierter Cyclononatetraene
Authors:Gabriele Sabbioni  Markus Neuenschwander
Institution:Institut für Organische Chemie der Universität Bern, Freiestrasse 3, CH–3012 Bern

Teil der Dissertation [2].

Abstract:Synthesis of Substituted Cyclononatetraenes In the course of an exploration of possible synthetic pathways to nonafulvenes, a series of 1-substituted cyclononatetraenes (CNT) 4b–1 have been prepared in yields of about 60%. Their structures follow from spectroscopic data as well as from the quantitative valence isomerisation to 1-endo-substituted cis-3a, 7a-dihydroindenes 8 . Both all-cis-CNT 1 and cis,cis,cis,trans-CNT 2 have been used as nucleophiles. Whereas 2 is normally more nucleophilic than 1 , the yield of cyclononatetraenes 4 prepared with 2 may be reduced due to by-products such as 9 and 10 .
Keywords:
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