18084-10-1

Upstream product

• 591-51-5 phenyllithium 
• 6374-70-5 5,11-dihydro-10H-dibenzo[a,d]cyclohepten-10-one 
• 78579-96-1 4a,5-dihydro-10-phenyl-2H-dibenzocycloheptene 
• 18083-95-9 9,10-Dihydro-α-phenyl-9-anthracen-methanol 
• 70588-52-2 1-(2-Methylphenyl)-1,2-diphenylethen 
• 98-80-6 phenylboronic acid 
• 4796-53-6 10-bromo-5,5-ethylenedioxy-5H-dibenzocycloheptene 
• 14659-82-6 10-phenyl-5H-dibenzo[a,d]cyclohepten-5-one 
• 50688-77-2 9-benzoyl-9,10-dihydroanthracene 
• 613-31-0 9,10-dihydroanthracene 
• 78579-04-1 (Z)-1-<2-(Ethoxymethyl)phenyl>-1,2-diphenylethen 
• 78579-03-0 (Z)-1-<2-(Brommethyl)phenyl>-1,2-diphenylethen 

Downstream Products

• 14659-82-6 10-phenyl-5H-dibenzo[a,d]cyclohepten-5-one 
• 14659-83-7 1-Benzyl-1-hydroxy-4-phenyl-2,3,6,7-dibenzocycloheptatrien-(2,4,6) 

Relevant academic research and scientific papers

Tricyclic Sulfoxide-Alkene Hybrid Ligands for Chiral Rh(I) Complexes: The "Matched" Diastereomer Catalyzes Asymmetric C-C Bond Formations

Deprotonation of phenyldibenzo[b,f]tropylidene (8) with LDA/t-BuOK followed by quenching with either diastereomer of inexpensive glucose-based t-Bu-sulfinate (R)- or (S)-11 affords a sulfoxide-alkene hybrid ligand as the diastereomeric pairs (SS,SC)-9/(SS,RC)-10 and (RS,RC)-9/(RS,SC)-10, respectively, which via chromatographic/recrystallization may be separated into the four isomers. The optically pure diastereomeric ligands (SS,SC)-9 and (SS,RC)-10 react with [RhCl(coe)2]2 to form the dinuclear complexes (RS,SC)-11 and (RS,RC)-12, respectively, in which the bidentate ligands coordinate the metal centers through the sulfur and alkene donor functions. These complexes catalyze the conjugate addition of arylboronic acids to cyclic Michael acceptors with enantioselectivities of up to 99% ee. DFT calculations show the preponderant influence of planar chirality of the ligand alkene function. The enantioselectivity switch observed between (RS,SC)-11 and (RS,RC)-12 is explained by the inverted cis-trans coordinations of the substrate molecules in catalytic steps.

Vinyl-to-Benzyl Isomerization and Electrocyclizations in Lithio Derivatives of o-Tolylstilbenes

(Z)-2-(2-Methylphenyl)-1,2-diphenylvinyllithium (1) isomerizes in THF solution to give 1--1,2-diphenylethene (2).Although 2 cannot be observed directly in this case, its intermediacy becomes evident from the independent preparation

Der konformative ortho-Effekt bei o-Tolylstilbenen und deren Vinyllithiumderivaten

Geometrical isomers of stilbene derivatives with an additional, o-substituted phenyl moiety at the CC double bond (5, 6, 13) are prepared and structurally assigned.The isomer with the two phenyl groups in trans-position is favoured in equilibrium (conform