(E)-(ethene-1,2-diyl-1-d)dibenzene

Base Information

• Chemical Name: (E)-(ethene-1,2-diyl-1-d)dibenzene
• CAS No.: 101627-81-0
• Molecular Formula: C₁₄H₁₂
• Molecular Weight: 181.241
• Mol file: 101627-81-0.mol

Synonyms:

Chemical Property of (E)-(ethene-1,2-diyl-1-d)dibenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(ethene-1,2-diyl-1-d)dibenzene

There total 55 articles about (E)-(ethene-1,2-diyl-1-d)dibenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

diphenyl acetylene (501-65-5) → 1-deutero-cis-1,2-diphenylethylene (3947-92-0,35684-26-5,101627-81-0,101627-90-1,72087-54-8)

Guidance literature:

With tert-butyl alcohol-d; copper(II) acetate monohydrate; (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(bis(3,5-bis(trifluoromethyl)phenyl)phosphine); In tetrahydrofuran; at 20 ℃; for 20h; Reagent/catalyst; Mechanism;

DOI:10.1002/adsc.201200200

Reference yield: 97.0%

diphenyl acetylene (501-65-5) → (E)-(ethene-1,2-diyl-1-d)dibenzene (35684-26-5,72087-54-8,101627-81-0,101627-90-1,3947-92-0)

Guidance literature:

With ethyl [2]alcohol; Ru(η(2)-2-(2'-pyridyl)phenyl)Cl(CO)(PPh3)2; potassium tert-butylate; at 110 ℃; for 4h; stereoselective reaction; Schlenk technique;

DOI:10.1021/acs.organomet.0c00074

Reference yield: 96.0%

cis-stilben (645-49-8) → (E)-(ethene-1,2-diyl-1-d)dibenzene (35684-26-5,72087-54-8,101627-81-0,101627-90-1,3947-92-0)

Guidance literature:

With [(1,5-cyclooctadiene)(OH)iridium(I)]2; N-benzoyl-methanesulfonamide; water-d2; In tetrahydrofuran; at 70 ℃; for 20h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b01721

upstream raw materials:

benzyltriphenylphosphonium chloride

benzaldehyde

Phenylacetylene-d1

phenyl-diazene

Refernces

• 1、 Spangler, Lee H.,Zee, Roger D. van,Blankespoor, Stephen C.,Zwier, Timothy S.. "Additional Evidence for Planarity in Isolated trans-Stilbene: A Study of α-Deuterio-trans-stilbene". . p. 6077 - 6079. Retrieved 1987.
• 2、 Ding, Hai-Xin,Guo, Wen-Jie,He, Yong-Qin,Song, Xian-Rong,Tian, Wan-Fa,Xiao, Qiang,Ye, Jing. "cis-Selective Transfer Semihydrogenation of Alkynes by Merging Visible-Light Catalysis with Cobalt Catalysis". . . Retrieved 2020.
• 3、 Smith III, Milton R.,Hillhouse, Gregory L.. "Reactions of Terminal Alkynes with cis-Phenyldiazene, NH=N(C6H5)". . p. 3764 - 3765. Retrieved 1989.
• 4、 Dzhemilev,Ibragimov,Ramazanov,Sultanov,Khalilov,Muslukhov. "Bu2iAlCl - Cp2TiCl2 - A new reagent for hydroalumination of disubstituted acetylenes". . p. 2610 - 2613. Retrieved 1996.
• 5、 Reyes, Morelia Lopez,Troadec, Thibault,Rodriguez, Ricardo,Baceiredo, Antoine,Saffon-Merceron, Nathalie,Branchadell, Vicen?,Kato, Tsuyoshi. "Donor/Acceptor-Stabilized 1-Silaketene: Reversible [2+2] Cycloaddition with Pyridine and Evolution by an Olefin Metathesis Reaction". . p. 10247 - 10253. Retrieved 2016.
• 6、 Huang, Zhidao,Wang, Yulei,Leng, Xuebing,Huang, Zheng. "An Amine-Assisted Ionic Monohydride Mechanism Enables Selective Alkyne cis-Semihydrogenation with Ethanol: From Elementary Steps to Catalysis". . p. 4824 - 4836. Retrieved 2021/04/07.
• 7、 Iakovenko, Roman,Hlavá?, Jan. "Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes". . p. 440 - 446. Retrieved 2021/01/28.