TY - JOUR AB - All-cis-Tetrabenzo[5.5.5.5]fenestranes (fenestrindans) with four bridgehead substituents (4-10) and two doubly bridged, centrohexacyclic analogues, the bis-endo-peroxide 11 and the bis-disulfide 12, have been synthesized from the tetrabromofenestrindan 3. Pronounced steric interactions between the substituents at opposite bridgehead positions have been revealed by NMR and DNMR spectrometry, showing remarkable size-dependent hindrance of the degenerate interconversion of the two S4 symmetric conformers of the fenestrindans. DA - 1991 DO - 10.1021/jo00011a006 LA - eng IS - 11 M2 - 3472 PY - 1991 SN - 0022-3263 SP - 3472-3475 T2 - Journal of Organic Chemistry TI - Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents UR - https://nbn-resolving.org/urn:nbn:de:0070-pub-17743438 Y2 - 2024-11-22T08:43:31 ER -