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Stereochemie der Polycyclane, 1. Mitt.: Synthese voncis—cis—anti—cis—cis-Hexadecahydropyren durch stereoselektive hydrierung des [2.2]Metacyclophans |
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| Authors: | Elisabeth Langer H Lehner |
| Institution: | (1) Lehrkanzel für Organische Chemie der Universität Wien, Österreich |
| Abstract: | Catalytic hydrogenation of 2.2]metacyclophane yieldscis-cis-anti-cis-cis-hexadecahydropyrene (4) by a transanular cyclization between positions 8 and 16.4 can be isomerized to givetrans-trans-anti-trans-trans-hexadecahydropyrene (1), so far the only known configurational isomer of that tetracyclane series. The configuration of4 was established by means of13C-N M R- and1H-N M R-spectroscopy as well as by1H-N M R-studies of selectively deuterated4 (4-d10), accessible by catalytic deuteration of 2.2]metacyclophane. Mit 5 Abbildungen Herrn Prof. Dr.F. Hecht zum 70. Geburtstag gewidmet. |
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