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Aromatische Spirane, 12. Mitt.

Aromatic spiranes, XII: Syntheses of spiro[5,6,7,8-tetrahydrobenzo[f]indane-2,2′-indane], 2,2′-spirobi(5,6,7,8-tetrahydrobenzo[f]indane) and their derivatives

Synthesen von Spiro[5,6,7,8-tetrahydrobenzo[f]indan-2,2′-indan], 2,2′-Spirobi(5,6,7,8-tetrahydrobenzo[f]indan) und ihren Derivaten

  • Organische Chemie Und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

The title compounds26 and32 were prepared by systematic mono- and bisanellation of sixmembered rings to the positions 5,6 and 5′,6′, resp. of 2,2′-spirobiindane.S E acylation and subsequent transformations of the acylgroups afforded many derivatives with substituents in positions 4 and 4′ of the parent compounds which were required for testing semiempirical values of chirality functions.

5,6,7,8-Tetrahydrobenz[f]indane (9) and several of its 4-substituted derivatives were prepared as models for the anellation and substitution reactions.

Tentative preferred conformations of the 4-acylgroups could be deduced from1H-nmr spectra.

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Neudeck, H., Schlögl, K. & Tscheplak, H. Aromatische Spirane, 12. Mitt.. Monatsh Chem 116, 661–676 (1985). https://doi.org/10.1007/BF00798792

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  • DOI: https://doi.org/10.1007/BF00798792

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