Synthesis of (dibromocyclobuta) aromatic compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Halogen containing

Reexamination Certificate

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C570S201000, C570S202000, C570S212000, C570S215000

Reexamination Certificate

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07138554

ABSTRACT:
A method for the synthesis of cyclobuta aromatic compounds by cyclizing two ortho dibromoalkyl substituents is described. Using a mediator, such as nickel metal, and continuous removal of product from contact with the mediator, high product yields are achieved. A method for bromination of ortho alkyl substituents of aromatic compounds is also described.

REFERENCES:
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“A Study On The Pristine And The Doped Polyacenic Semiconductive Materials” Tanaka et al,Synth. Metals1984, 9, 41.
“An Approach To The Preparation Of Polyacene by LB Method”. Ozaki et al, .Synth. Metals1989, 28 C801.
“Nickel-Mediated Cyclobutabenzene Syntheses trans-7, 8-Dibromocyclobutabenzenes Their one pot preparation, X-Ray Structure and Diels-Alder Reactions” Stanger et al,J Org. Chem.1996, 61, 2549.
“Hexabromotricyclolbutabenzene and Hexabromohexaradialene: Their Nickel-Mediated One-Pot Syntheses and Crystal Structures” Stanger et al,Chem. Eur. J.1997, 3, 208.
“Nickel Mediated Cyclobutabenzenes Syntheses” Stanger et al. inOrganic Synthesis via Organometallics OSM 5, Helmchen, G.; Dibo J.; Flubacher, D.; Wiese, B.: Eds. Friedrich Vieweg & Sohn Verlags GmbH, Braunschweig/Wiesbaden, 1997, pp. 59-66.
“Cyclobutarenes Part 3, Synthesis of Bromodicyclobutarenes and Some New Derivatives of the Benzocyclobutabiphenylenes” Shepherd et al,Chem. Soc. Perkin Trans. I1988, 961.

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