98421-63-7

Upstream product

• 98421-62-6 9,10-bis(3-chloro-2-methylphenyl)phenanthrene 
• 98464-66-5 9,10-bis(3-cyano-2-methylphenyl)phenanthrene 
• 98421-60-4 9,9-bis(3-chloro-2-methylphenyl)-10-oxo-9,10-dihydrophenanthrene 
• 98421-61-5 9,9-bis(3-chloro-2-methylphenyl)-10-hydroxy-9,10-dihydrophenanthrene 
• 98464-67-6 9,10-bis(3-(aminomethyl)-2-methylphenyl)phenanthrene 
• 98464-68-7 Acetic acid 3-[10-(3-acetoxymethyl-2-methyl-phenyl)-phenanthren-9-yl]-2-methyl-benzyl ester 
• 122648-80-0 syn-9,10-bis(3-formyl-2-methylphenyl)phenanthrene 

Downstream Products

• 98421-64-8 syn-9,10-bis<3-(bromomethyl)-2-methylphenyl>phenanthrene 

Relevant academic research and scientific papers

syn-8,16-Dimethylphenanthrometacyclophane-1,9-diene: The First Derivative of 8,16-Dimethylmetacyclophanediene Failing To Undergo Spontaneous Valence Isomerization to the Dihydropyrene System

Relative stabilities of the anti and syn conformations of 9,10-di-o-tolylphenanthrene (11) were estimated by molecular mechanics calculations, the results of which helped to assign the isolated minor isomer of 13 as the syn conformer.The stereochemistry was confirmed experimentally by the successful conversion of syn-13 to the corresponding syn-thiacyclophanene 8a.Variable temperature 1H NMR studies indicated a rigid conformation for 8a, namely IIa, with no evidence for the conversion IIa -> IIb up to 150 deg C.A possible conformational process was, however, the tilting of the meta-bridged rings.Ring contraction of 8a also retained the syn stereochemistry and afforded only the syn isomer 19 with a pseudoaxial methylthio group.Hofmann elimination of the corresponding sulfonium salt 21 unexpectedly resulted in the isolation of the first syn-8,16-dimethylmetacyclophanediene derivative 22, which failed to undergo valence isomerization to the dihydropyrene system thermally or photochemically under normal conditions.The significant cofacial interactions of the syn transannular rings in 22 could be illustrated readily by 1H NMR (shielded methyl protons and aryl protons of meta-bridged rings) and UV (bathochromically shifted β and p bands of meta-bridged rings) spectroscopic studies.

Synthesis and Diatropicity of a Phenanthrene-Annelated trans-Dimethyldihydropyrene: A Novel Molecule To Indicate the High ?-Bond Order of the 9,10 bond of Phenanthrene

The trans-phenanthrodimethyldihydropyrene 6 has been synthesized from phenanthraquinone and 2,6-dichlorotoluene in 0.3-0.5percent overall yield by using Stevens or Wittig rearrangements and a Hofmann elimination sequence on the thiacyclophane 8B followed