Synthesis and isomerizations of 3,4-benzotricyclo[4.1.0.02,7]heptene. Isolation of an alicyclic isomer of 2-methylnaphthalene
β Scribed by Ichiro Murata; Tomoo Nakazawa; Makoto Kato; Toshio Tatsuoka; Yoshikazu Sugihara
- Publisher
- Elsevier Science
- Year
- 1975
- Tongue
- French
- Weight
- 230 KB
- Volume
- 16
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
As part of a program initiated to promote our attention in the chemical and physical properties of the bicyclofl.l.OJbutane incorporated iu the cyclic conjugated framework such as (Ia) 1) and (~?ZJJ,~J we wish to report a synthesis of 3,4-bensotricyclo[4.1.0.02"Jheptene (1~) , a valence isomer of 1,2-bensotropilidene , and its thermal and transition metal complex tions. Although parent tricyclo14.1.0.0287 Jheptene (2) has been synthesized routes starting from 7,7-dibromobicyclo[4.l.OJhept-3-ene 3) and bensvalene, 4) appeared no report to date of the synthesis of the bensolog (ICJ.
π SIMILAR VOLUMES
Althoughthemultifarious nature of (CH)ioh.ydrocarbcm chemistryhas engenderedmuch recent interest in these molecules, no attention has yet been paid to the stereoelectronic control which benso fusion could exert on the various bond reorganizations characteristic 1 of the parent systems. In this prel
Sumnary: 4-Acetoxytricyclo[4.1.0.02y7 ]hept-4-en-3-one (S), a valence isomer of 2-acetoxytropone, was synthesized. Upon heating in pyridine at 15O"C, 3 rearranged into 1-acetoxybicyclo[3.2.O]hepta-3,6-dien-\*-one (9); the mechanism of which was examined by means of deuterium labeling experTments. Re