Neue extrem deformierte (Biphenylen‐)Kohlenwasserstoff‐Gerüste

6533b7d2fe1ef96bd125f44c

RESEARCH PRODUCT

Neue extrem deformierte (Biphenylen‐)Kohlenwasserstoff‐Gerüste

Fritz Vögtle Kari Rissanen Jochen E. Schulz

subject

chemistry.chemical_classification Ketone Stereochemistry Isocyanide Crystal structure Biphenylene Medicinal chemistry Inorganic Chemistry Bond length chemistry.chemical_compound Hydrocarbon Polycyclic compound chemistry Cyclophane

description

New Extremely Deformed (Biphenylene)Hydrocarbon Skeletons The 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.

year	journal	country	edition	language
1992-10-01	Chemische Berichte

https://doi.org/10.1002/cber.19921251011

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