Stoichiometric formation of conjugated dienyl ketones from 1,3-dienes and ketenes at a ruthenium(0) centre?
New Journal of Chemistry Pub Date: 2014-08-21 DOI: 10.1039/C4NJ01001A
Abstract
A stoichiometric reaction of [Ru(η4-2,3-dimethyl-1,3-butadiene)(η4-1,5-COD)(NCMe)] (1a) with diphenylketene at room temperature produces a new zero-valent complex [Ru(η4-4,5-dimethyl-1,1-diphenylhexa-3,5-diene-2-one)(η4-1,5-COD)(NCMe)] (2aa) in 92% yield. This is the first example of conjugated dienyl ketone formation from 1,3-dienes and ketene. Similarly, the treatment of 1a with ethylphenylketene produces the decarbonylated coupling product (Z)-5-alkyl-2,3-dimethyl-5-phenylhepta-1,4-diene (5) in 77% yields.
Recommended Literature
- [1] Enantiocontrolled construction of sistodiolynne, an unusual polyketide from the wood-decay fungus Sistrema raduloides Chem. Commun., 1997, 767-768 10.1039/A700186J
- [2] Emulsifier-free, organotellurium-mediated living radical emulsion polymerization (emulsion TERP) of styrene: poly(dimethylaminoethyl methacrylate) macro-TERP agent? Yukiya KitayamaPolym. Chem., 2014,5, 2784-2792 10.1039/C3PY01539D
- [3] Fe3O4/FeS2 heterostructures enable efficient oxygen evolution reaction? Xingqun Zheng,Lele Song,Xin Feng,Li Li,Zidong WeiJ. Mater. Chem. A, 2020,8, 14145-14151 10.1039/C9TA13775K
- [4] Fatty acid eutectic mixtures and derivatives from non-edible animal fat as phase change materials? Pau Gallart-Sirvent,Marc Martín,Gemma Villorbina,Mercè Balcells,Aran Solé,Luisa F. Cabeza,Ramon Canela-GarayoaRSC Adv., 2017,7, 24133-24139 10.1039/C7RA03845C
- [5] Emerging enantiomeric resolution materials with homochiral nano-fabrications Ji-Ping WeiNanoscale, 2015,7, 11815-11832 10.1039/C5NR03048J
- [6] Fe(ii)-Assisted one-pot synthesis of ultra-small core–shell Au–Pt nanoparticles as superior catalysts towards the HER and ORR? Yi Cao,Yujiao Xiahou,Lixiang Xing,Xiang Zhang,Hong Li,ChenShou Wu,Haibing XiaNanoscale, 2020,12, 20456-20466 10.1039/D0NR04995F
- [7] Dissociative electron attachment to HGaF4 Lewis–Br?nsted superacid Marcin Czapla,Jack SimonsPhys. Chem. Chem. Phys., 2018,20, 21739-21745 10.1039/C8CP04007A
- [8] Excellent mechanical performance and enhanced dielectric properties of OBC/SiO2 elastomeric nanocomposites: effect of dispersion of the SiO2 nanoparticles? Xing Zhao,Lu Bai,Rui-Ying Bao,Zheng-Ying Liu,Ming-Bo Yang,Wei YangRSC Adv., 2017,7, 46297-46305 10.1039/C7RA08074C
- [9] Evolution of dealloying induced strain in nanoporous gold crystals? Ross Harder,David C. Dunand,Ian McNultyNanoscale, 2017,9, 5686-5693 10.1039/C6NR09635B
- [10] Excellent kinetics of single-phase Gd-doped ceria fuel electrodes in solid oxide cells? Andreas Nenning,Manuel Holzmann,Jürgen Fleig,Alexander K. OpitzMater. Adv., 2021,2, 5422-5431 10.1039/D1MA00202C
Journal Name:New Journal of Chemistry
research_products
-
CAS no.: 89640-58-4