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Investigations in the cyclobutane series. XXVI (1).: Attempted synthesis of 1-tert.-butyl-benzocyclobutadiene and 1.2-Di-tert.-butyl-benzocyclobutadiene

✍ Scribed by Margaret Avram; Doina Constantinescu; Ilie G. Dinulescu; Costin D. Nenitzescu

Publisher
Elsevier Science
Year
1969
Tongue
French
Weight
186 KB
Volume
10
Category
Article
ISSN
0040-4039

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✦ Synopsis

Recently we have tried to synthesize cyclobutadienes stabilized by steric hindrance due to bulky substituents (2,3). In this paper we report our attempts to obtain benzocyolobutadienes bearing one or two tM.-butyl groups grafted on the four-membered ring. By treatment of trans-1.2-dibromo-benzocyclobutene (&) with tert.-butyl-magnesium chloride,l-ta. -butyl-benzocyclobutene (2) (4), b.p. 600/2 mm (28%), together with tm-1,2-di-ta.-butyl-benzocyclobutene (L), b.p. 900/2 mm (6.5%) Were obtained. The structures

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