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Neue extrem deformierte (Biphenylen-)Kohlenwasserstoff-Gerüste (1992)

Schulz, Jochen E. ; Rissanen, Kari ; Vögtle, Fritz

Weinheim : Wiley-Blackwell

Berichte der deutschen chemischen Gesellschaft 125 (1992), S. 2239-2242

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ISSN: 0009-2940

Keywords: [3](1,8)Biphenylenophane ; Conformational mobility ; Deformed molecules ; Strained molecules ; TosMIC cyclization ; Chemistry ; Inorganic Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: New Extremely Deformed (Biphenylene)Hydrocarbon SkeletonsThe tetracyclic carbon skeleton 2-oxo[3](1,8)biphenylenophane (4) was synthesized by cyclization of a mixture of the bis(bromomethyl) compounds 7a, b with p-tolylsulfonylmethyl isocyanide. 2-Hydroxy[3](1,8)biphenylenophane (5) and the [3](1,8)biphenylenophane hydrocarbon 6 were obtained by reduction of 4 with LiAlH4 and NaBH4, respectively. X-ray analyses of 4 and 6 illustrate the dramatic deformation of bond lengths and angles in these molecules.

Additional Material: 1 Ill.

Type of Medium: Electronic Resource

URL: http://dx.doi.org/10.1002/cber.19921251011

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