77300-34-6

Upstream product

• 23923-24-2 2,3-bis-(p-methoxyphenyl)-4,5-diphenylcyclopenta-2,4-dienone 
• 70216-50-1 1,6,7,8,9,9-hexachloro-endo-tricyclo<4.2.1.0^2.5>nona-3,7-diene 
• 77884-47-0 C₄₀H₂₈Cl₆O₃ 
• 77884-47-0 C₄₀H₂₈Cl₆O₃ 
• 108312-50-1 C₄₀H₂₈Cl₆O₃ 
• 108312-50-1 C₄₀H₂₈Cl₆O₃ 
• 77300-33-5 C₃₉H₂₈Cl₆O₂ 
• 108312-50-1 C₄₀H₂₈Cl₆O₃ 
• 92085-52-4 (5Z,7Z,9Z)-(1S,4R,4aR,10aS)-1,2,3,4,11,11-Hexachloro-6,7-bis-(4-methoxy-phenyl)-8,9-diphenyl-1,4,4a,10a-tetrahydro-1,4-methano-benzocyclooctene 
• 77300-33-5 C₃₉H₂₈Cl₆O₂ 
• 77884-48-1 (5Z,7Z,9Z)-(1S,4R,4aR,10aS)-1,2,3,4,11,11-Hexachloro-6,9-bis-(4-methoxy-phenyl)-7,8-diphenyl-1,4,4a,10a-tetrahydro-1,4-methano-benzocyclooctene 
• 92085-52-4 (5Z,7Z,9Z)-(1R,4S,4aS,10aR)-1,2,3,4,11,11-Hexachloro-6,7-bis-(4-methoxy-phenyl)-8,9-diphenyl-1,4,4a,10a-tetrahydro-1,4-methano-benzocyclooctene 

Downstream Products

• 77300-33-5 C₃₉H₂₈Cl₆O₂ 

Relevant academic research and scientific papers

Synthesis and Rearrangement of Alkylaryl- and Aryl-substituted Dihydrosemibullvalenes by Thermolysis of 7,8-Fused Cyclo-octa-1,3,5-triene Derivatives

The thermal cycloaddition of a cyclobuteno-dienophile (1) with cyclopentadienones has been systematically investigated; the stereoisomeric adducts give convenient access by decarbonylation to a variety of tetra-aryl, methyltriphenyl-, triphenyl-, tri-t-butyl-, and dimethyldiphenyl-cyclo-octa-1,3,5-triene derivatives as the products of electrocyclic ring-opening of the valence-tautomeric primary products of cheletropic bridge-extrusion, viz. bicyclooctadienes.These compounds provide useful models for investigation of equilibria between the electrocyclic valence tautomers, the scope and mechanism for thermal cross-cyclisations in, for example, unsymmetrically substituted cyclooctatrienes, and the thermal vinyl-cyclopropane (1,3-allylic shift) isomerisation and/or H-atom transfer disproportionation of the resulting arylated and alkylaryldihydrosemibullvalenes.The results best accord with diradical pathways for cyclo-octatriene-dihydrosemibullvalene conversions and subsequent rearrangements.Usefull 13C and 1H n.m.r. structure correlations and new examples of cyclopentadienones are also reported.

THE THERMAL REARRANGEMENT OF TETRA-ARYLATED DIHYDROSEMIBULLVALENE DERIVATIVES, AND (1)H/(13)C NMR-STRUCTURE CORRELATIONS

A systematic study of the thermal cyclisation of isomeric di-p-anisyl-diphenylcyclooctatriene derivatives, and of the facile isomerisation of the resulting dihydrosemibullvalenes, with 1H/13C nmr-structure correlations, supports earlier proposals for rearrangement mechanism.

NOVEL REARRANGEMENT AND CRYSTAL STRUCTURE OF TETRAARYLATED DIHYDROSEMIBULLVALENE DERIVATIVES

The structure of a dihydrosemibullvalene, 3, previously deduced from nmr and mass spectrometry and from chemical transformation of an analogue - is confirmed by X-ray analysis.The thermal rearrangement of other analogous arylated dihydrosemibullvalenes is disclosed.