3542-14-1

Basic information

• Product Name: Benzene, 1,1'-(2-propenylidene)bis-
• CAS NO: 3542-14-1
• Molecular Formula: C15H14
• Molecular Weight: 194.276
• Mol File: 3542-14-1.mol
• Article Data: 26

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-(2-propenylidene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-(2-propenylidene)bis-(3542-14-1)
• EPA Substance Registry System: Benzene, 1,1'-(2-propenylidene)bis-(3542-14-1)

Safety Data

• Hazardous Substances Data: 3542-14-1(Hazardous Substances Data)

Upstream product

• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 100-58-3 phenylmagnesium bromide 
• 591-51-5 phenyllithium 
• 2687-12-9 cinnamyl chloride 
• 778-66-5 1,1-diphenyl-1-propene 
• 75-31-0 isopropylamine 
• 2170-05-0 pentaphenylantimony 
• 4392-24-9 Cinnamyl bromide 
• 5180-33-6 1,1-Diphenyl-propan-1-ol 
• 106625-69-8 ethyl (E)-3-phenyl-2-propenyl carbonate 
• 603-33-8 triphenylbismuthane 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 300-57-2 allylbenzene 
• 108-86-1 bromobenzene 

Downstream Products

• 778-66-5 1,1-diphenyl-1-propene 
• 124292-39-3 4-methyl-1,1-diphenylnona-1,8-diene 
• 124292-38-2 4-methyl-3,3-diphenylnona-1,8-diene 
• 66292-26-0 4-methyl-1,1-diphenylhex-1-ene 
• 124292-35-9 4-methyl-3,3-diphenylhex-1-ene 
• 66292-26-0 (+)-4-methyl-1,1-diphenylhex-1-ene 
• 124292-35-9 (+)-4-methyl-3,3-diphenylhex-1-ene 
• 66292-26-0 (-)-4-methyl-1,1-diphenylhex-1-ene 
• 124292-35-9 (-)-4-methyl-3,3-diphenylhex-1-ene 
• 107847-69-8 1,1-diphenylallyllithium 
• 1530-03-6 1,1-diphenylpropane 
• 1332886-85-7 (2S,4R,5R)-2-benzhydryl-5-bromotetrahydro-2H-pyran-4-ol 
• 36601-67-9 2-(4-methylphenyl)-1,1-diphenyl-1-propene 
• 17343-74-7 1,1-dibromo-2,2-diphenylcyclopropane 

Relevant articles and documents

Analyses of the Structural and Electronic Properties of NHCs with Bicyclic Architectures

Quantification of the steric and electronic properties of ligands is an important task for the development of highly effective chemical transformations when using a metal complex as a catalyst. In this study, we used silver and iridium complexes to perform systematic analyses to quantify the steric and electronic properties of original NHCs, which we refer to as DHASI and BCPSI. In addition to two silver chloride complexes that we previously reported, two novel BCPSIiPrAgCl and BCPSICyAgCl complexes were prepared and used for XRD studies to quantify the steric properties via use of a method referred to as the percent buried volume (%VBur). We then synthesized 6 IrCl(CO)2(HNC) complexes to calculate the TEP values, and the results indicated that the influences of two different core bicyclic motifs were somewhat unclear, while the influences of different N-substituents were readily apparent. Finally, the original NHCs were applied to a copper catalyzed allylic arylation of cinnamyl bromide with PhMgBr. The regioselectivity of the substitutions suggested that the steric environments existing at relatively long distances from the bound copper also exerted a considerable amount of influence over the catalytic properties.

Revisiting Allylic Coupling of Grignard Reagents: Nano Copper Catalyzed One-Pot α-Selective Aryl-Allyl Coupling

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Copper(I)-Catalyzed Allylic Substitutions with a Hydride Nucleophile

An easily accessible copper(I)/N-heterocyclic carbene (NHC) complex enables a regioselective hydride transfer to allylic bromides, an allylic reduction. The resulting aryl- and alkyl-substituted branched α-olefins, which are valuable building blocks for synthesis, are obtained in good yields and regioselectivity. A commercially available silane, (TMSO)2Si(Me)H, is employed as hydride source. This protocol offers a unified alternative to the established metal-catalyzed allylic substitutions with carbon nucleophiles, as no adaption of the catalyst to the nature of the nucleophile is required.