70813-56-8

Upstream product

• 93727-25-4 <3.3-Diphenyl-2-methylpropyl>-methylsulfoxyd 
• 781-33-9 2-methyl-1,1-diphenylpropene 
• 25152-47-0 2,2-diphenyl-1-methylenecyclopropane 
• 7632-57-7 diphenylmethylenecyclopropene 
• 3542-14-1 3,3-diphenylpropene 
• 781-35-1 1,1-diphenylacetone 
• 1779-49-3 Methyltriphenylphosphonium bromide 

Downstream Products

• 131516-73-9 4-methyl-3,3-diphenyl-[1,2]oxathiolane-2,2-dioxide 

Relevant academic research and scientific papers

Contra-Thermodynamic Positional Isomerization of Olefins

A light-driven method for the contra-thermodynamic positional isomerization of olefins is described. In this work, stepwise PCET activation of a more substituted and more thermodynamically stable olefin substrate is mediated by an excited-state oxidant an

1,3-Dilithio-2-(diphenylmethylene)propane

The reaction of 2,2-diphenylmethylenecyclopropane (5) with an excess of lithium and a catalytic amount of DTBB (4 mol %) in THF at -78 °C leads to the formation of dilithiated species 6-8 by reductive opening of the cyclopropane ring. Further reaction of these intermediates with different electrophiles [E = H2O, D2O, CH2{double bond, long}CMeCH2Cl, Me3SiCl, Me3SiCH2Cl, t-BuCHO, Me2CO, Et2CO, n-Pr2CO, i-Pr2CO, t-Bu2CO, (CH2)5CO, Ph2CO and adamantanone] is highly regioselective, yielding exclusively the corresponding products 9, after hydrolysis with water. However, when 3-chloro-2-(chloromethyl)propene (14) is used as a dielectrophile, the cyclisation to give a six-membered ring takes place through intermediate 6, giving compound 16 as the only reaction product.

Ketone methylenation using the Tebbe and Wittig reagents - A comparison

Ketone methylenation has been accomplished using the Tebbe and the Wittig reagents. Comparison of the two reagents for a variety of ketones shows that the Tebbe reagent gives better product yields than the Wittig reagent. This is particularly important when the ketone substrate is hindered. It is also noted that the Tebbe reaction accomplishes methylenation in a non-basic medium, thus racemization does not take place on substrates with enolizable chiral centers.

An esr study of aromatic olefin radical cations

γ-Irradiation of phenyl-and diphenylethenes in CFCl3 matrix at 77 K resulted in the formation of the substrate radical cations. 1,1-Diphenyl-2-methylpropene radical cations exhibit a spin density (ρ=0.45) at the β carbon much higher than those of stilbene and 2-styrylnaphthalene radical cations and comparable to those of styrene and α-methylstyrene radical cations. The spin density at the vinyl carbons appears to play an important role in governing the reactivity of the olefin radical cations with molecular oxygen.

Rhodium-catalyzed C-C coupling reactions involving ring opening of strained molecules. II. Addition to olefins and aromatic substitution

Rhodium-catalyzed C-C coupling reactions, involving ring opening of strained molecules, have been studied using diphenylmethylenecyclopropanes as models.It has been established that, as rhodium takes control of the ring opening process, activated olefins

Radical ions in photochemistry. 18. The photosensitized (electron transfer) tautomerization of alkenes; the 1,1-diphenyl alkene system

The photosensitized (electron transfer) irradiation of several conjugated 1,1-diphenyl alkenes, in acetonitrile with 1,4-dicyanobenzene or 1-cyanonaphthalene as electron accepting sensitizer and 2,6-lutidine as base, leads essentially quantitatively to tautomerization to the less stable unconjugated isomer(s).The proposed mechanism for this reaction involves formation of the alkene radical cation and sensitizer radical anion followed by deprotonation of the radical cation, reduction of the resulting radical to the ambident anion by back electron transfer from the radical anion, and reprotonation.There are several steps in this mechanism that could control the ratio of isomers.Evidence is provided that, at least in some cases, it is the relative rate of deprotonation from the isomeric radical cations that is the determining factor.This rate is influenced by the conformation of the radical cation; the carbon-hydrogen bond involved in the deprotonation step must overlap with the singly occupied molecular orbital.