58463-02-8

Basic information

• Product Name: (1E,5E)-1,6-diphenyl-1,5-hexadiene
• Synonyms: (1E,5E)-1,6-diphenyl-1,5-hexadiene
• CAS NO: 58463-02-8
• Molecular Weight: 234.341
• Mol File: 58463-02-8.mol
• Article Data: 39

Chemical Properties

• CAS DataBase Reference: (1E,5E)-1,6-diphenyl-1,5-hexadiene(CAS DataBase Reference)
• NIST Chemistry Reference: (1E,5E)-1,6-diphenyl-1,5-hexadiene(58463-02-8)
• EPA Substance Registry System: (1E,5E)-1,6-diphenyl-1,5-hexadiene(58463-02-8)

Safety Data

• Hazardous Substances Data: 58463-02-8(Hazardous Substances Data)

Upstream product

• 300-57-2 allylbenzene 
• 110-22-5 diacetyl peroxide 
• 21087-29-6 trans-3-phenylprop-2-enyl chloride 
• 75-16-1 methylmagnesium bromide 
• 925-90-6 ethylmagnesium bromide 
• 4392-24-9 Cinnamyl bromide 
• 36617-02-4 1-bromo-2-phenylcyclopropane 
• 3375-38-0 1,4-dibenzoylbutane 
• 39199-93-4 (Z)-(3-chloroprop-1-en-1-yl)benzene 
• 100-58-3 phenylmagnesium bromide 
• 98-86-2 acetophenone 
• 7732-18-5 water 
• 60-29-7 diethyl ether 
• 591-50-4 iodobenzene 

Downstream Products

• 577972-49-7 (1R,2R,5R,6R)-1,6-diphenylhexane-(1,2)-(5,6)-bis-carbonate 
• 577972-51-1 (2R,5R)-1,6-diphenylhexane-2,5-bis-methanesulfonate 
• 577972-71-5 (4R,7R)-4,7-Dibenzyl-[1,3,2]dioxathiepane 2,2-dioxide 
• 577972-57-7 (2R,5R)-1,6-diphenylhexane-2,5-diol 
• 553638-79-2 (2S,5S)-2,5-dibenzylpyrrolidine 
• 577972-47-5 (1R,2R,5R,6R)-1,6-diphenylhexan-1,2,5,6-tetraol 
• 1720-32-7 1,6-diphenyl-hexa-1,3,5-triene 

Relevant articles and documents

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An unprecedented stereoselective titanium-mediated dihydrodimerization of allyl ethers and allylamines

3-Phenylallyl ether 17, 2,5-dihydrofuran (1) and N-acceptor-substituted 2,5-dihydropyrrols 4, 6, 8, 10, 12 upon treatment with cyclohexylmagnesium bromide in the presence of Ti(Oi-Pr)4 were found to undergo a diastereoselective dihydrodimerization affording 1,5-dienes, d,1-2,3- diethenylbutane-1,4-diol (51% yield) and d,1-2,3-diethenyl-1,4- bis(sulfonylamino)butanes (43-52%), respectively. In the presence of titanium bis(4R,5R)-taddolate, the dihydrodimerization of 1 proceeded with 35-38% chemical yield and up to 94% ee.

Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H2as Sole Reductant

Catalytic carbon-carbon bond formation building on reductive coupling is a powerful method for the preparation of organic compounds. The identification of environmentally benign reductants is key for establishing an efficient reductive coupling reaction. Herein an efficient strategy enabling H2 as the sole reductant for the palladium-catalyzed allyl-allyl reductive coupling reaction is described. A wide range of allylamines and allylic alcohols as well as allylic ethers proceed smoothly to deliver the C-C coupling products under 1 atm of H2. Kinetic studies suggested that the dinuclear palladium species was involved in the catalytic cycle.

Nickel-Catalyzed Homo- And Cross-Coupling of Allyl Alcohols via Allyl Boronates

A nickel-catalyzed homo- and cross-coupling of allylic alcohols to 1,5-dienes in the presence of B2pin2 with excellent regioselectivity has been developed. Mechanistic studies indicate that the reaction proceeds via sequential nickel-catalyzed borylation of allyl alcohols followed by cross-coupling of the resulting allyl boronates with allyl alcohols. The method was effectively applied to nickel-catalyzed allylation of aldehydes using allylic alcohols directly.

Copper-catalysed α-selective allylic alkylation of heteroaryllithium reagents

2-Allyl-substituted thiophenes and furans are synthesised efficiently in a direct procedure using 2-heteroaryllithium reagents and allyl bromides and chlorides catalysed by ligand-free copper(i). The reactions take place under mild conditions, with excellent α-selectivity, high functional group tolerance and good yields for the SN2 products. This journal is