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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