Aromatic Spiranes, XII: Syntheses of Spiroindane-2,2'-indane>, 2,2'-Spirobi(5,6,7,8-tetrahydrobenzoindane) and Their Derivatives

Article abstract of DOI:10.1007/BF00798792

The title compounds 26 and 32 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-tetrahydrobenzindane (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 from 1H-nmr spectra. - (Keywords: 5,6,7,8-Tetrahydrobenzoindane and derivatives; Mono- and bisanellation; 2,2'-Spirobiindane; 1H-nmr and mass spectra)