One new dianion was prepared and many alkylation and oxidation reactions of this new dianion and several known dianions were carried out. These reactions provide the best synthetic routes to most of the compounds prepared. More specifically, many oxidation products were obtained when 3-methyl-1,4-pentadiene dianion was treated with alkyl bromides. A quantitative yield of substitution product was obtained by reacting this dianion with trimethylsilyl chloride. New compounds obtained by treating this dianion with 1,2-dichloroethane are shown below: The dianion shown below was prepared from 2,5-dimethyl-1,5-hexadiene and Lochmann's base. Many different 2,5-disubstituted 1,5-hexadienes and related compounds were made by treating this dianion with alkyl halides, sulfates and alkyl (alpha),(omega)-dihalides. Attempts to make a cyclic hexapyridyl by treating 2-methyleneallyl dianion with 6,6'-dicyano-2,2'-dipyridyl (see below) apparently failed.
| Identifer | oai:union.ndltd.org:arizona.edu/oai:arizona.openrepository.com:10150/185393 |
| Date | January 1982 |
| Creators | HSU, HOWARD FU-JYA. |
| Publisher | The University of Arizona. |
| Source Sets | University of Arizona |
| Language | English |
| Detected Language | English |
| Type | text, Dissertation-Reproduction (electronic) |
| Rights | Copyright © is held by the author. Digital access to this material is made possible by the University Libraries, University of Arizona. Further transmission, reproduction or presentation (such as public display or performance) of protected items is prohibited except with permission of the author. |
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