79744-75-5Relevant academic research and scientific papers
Intramolecular (electron) delocalization between aromatic donors and their tethered cation-radicals. Application of electrochemical and structural probes
Sun, Duoli,Lindeman, Sergey V.,Rathore, Rajendra,Kochi, Jay K.
, p. 1585 - 1594 (2001)
To study the mechanism of electronic transduction along (poly)phenylene chains, a series of aromatic donors with general formula D-B-D has been synthesized [where D = 2,5-dimethoxy-4-methylphenyl donor and B = (poly)-phenylene bridge]; and the correspondi
Palladium-Catalyzed Alkoxycarbonylation of sec-Benzylic Ethers
Beller, Matthias,Jackstell, Ralf,Maes, Bert U. W.,Schneider, Carolin
supporting information, (2020/02/25)
Herein, we report the palladium-catalyzed synthesis of 3-arylpropionate esters starting from secondary benzylic ethers. With this investigation it could be shown that ethers are suitable starting materials in addition to the established carbonylation reactions of olefins, alcohols, or aryl halides.
Redox-Switchable Hydroelementation of a Cobalt Complex Supported by a Ferrocene-Based Ligand
Shepard, Scott M.,Diaconescu, Paula L.
, p. 2446 - 2453 (2016/08/16)
The first crystallographically characterized tetrahedral cobalt salen (salen = N,N′-ethylenesalicylimine) complex was synthesized by using a 1,1′-ferrocene derivative, salfen (salfen = 1,1′- di(2,4-di-tert-butyl-6-salicylimine)ferrocene). The complex undergoes two oxidation events at low potentials, which were assigned as ligand centered by comparison to the corresponding zinc complex. The cobalt complex was found to catalyze the hydroalkoxylation of styrenes, similarly to related square planar cobalt salen complexes, likely due to its fluxional behavior in alcoholic solvents. Furthermore, the one-electron-oxidized species was found to be inactive toward hydroalkoxylation. Thus, the hydroalkoxylation reactivity could be turned on/off in situ by redox chemistry.
Hydroalkoxylation of unactivated olefins with carbon radicals and carbocation species as key intermediates
Shigehisa, Hiroki,Aoki, Tatsuya,Yamaguchi, Sumiko,Shimizu, Nao,Hiroya, Kou
supporting information, p. 10306 - 10309 (2013/08/23)
A unique Markovnikov hydroalkoxylation of unactivated olefins with a cobalt complex, silane, and N-fluoropyridinium salt is reported. Further optimization of reaction conditions yielded high functional group tolerance and versatility of alcoholic solvent employed, including methanol, i-propanol, and t-butanol. Use of trifluorotoluene as a solvent made the use of alcohol in stoichiometric amount possible. Mechanistic insight into this novel catalytic system is also discussed. Experimental results suggest that catalysis involves both carbon radical and carbocation intermediates.
Formal asymmetric hydration of non-activated alkenes in aqueous medium through a "chemoenzymatic catalytic system"
Schnapperelle, Ingo,Hummel, Werner,Groeger, Harald
supporting information; experimental part, p. 1073 - 1076 (2012/03/26)
A direct one-pot conversion of (substituted) styrene(s) into the corresponding (substituted) (R)-phenylethan-1-ol(s) in a highly enantioselective manner has been achieved by using a "chemoenzymatic catalytic system", comprising a palladium-catalyzed Wacker-Tsuji oxidation and subsequent enantioselective enzymatic reduction of the in situ formed (substituted) acetophenone(s) (see scheme). Copyright
Catalytic hydroalkoxylation of alkenes by iron(III) catalyst
Ke, Fang,Li, Zhengkai,Xiang, Haifeng,Zhou, Xiangge
supporting information; experimental part, p. 318 - 320 (2011/02/26)
Catalytic hydroalkoxylation of alkenes by iron(III) chloride in the presence of toluenesulfonic acid (TsOH) was developed in moderate to good yields up to 91%. Intramolecular cyclization of 5-hydroxyl pentene afforded 2-methyltetrahedronfuran in 63% yield.
Efficient addition of alcohols, amines and phenol to unactivated alkenes by AuIII or PdII stabilized by CuCl2
Zhang, Xin,Corma, Avelino
, p. 397 - 403 (2008/09/17)
The nucleophilic addition of alcohols, amines and phenol to unactivated alkenes catalyzed by cationic gold and palladium becomes limited due to the fast reduction into metallic gold under reaction conditions. The presence of CuCl2 retards the reduction of AuIII and PdII, strongly increasing the turnover number of gold and palladium catalysts. It is shown that new AuIII-CuCl2 and PdII-CuCl 2 catalysts are active and selective for the nucleophilic addition of alcohols, amines and phenol to unactivated alkenes. This journal is The Royal Society of Chemistry.
Effective Au(III)-CuCl2-catalyzed addition of alcohols to alkenes
Zhang, Xin,Corma, Avelino
, p. 3080 - 3082 (2008/02/10)
Alkenes can be activated by Au(III) catalysts, and the effective addition of alcohols to alkenes can be carried out under mild conditions with Au(III), provided that catalytic amounts of CuCl2 are added, which significantly stabilize the cationic Au(III). The Royal Society of Chemistry.
Tri-n-butylstannyl chloride-sodium cyanoborohydride mediated regioselective reductive demethoxylation of alkyl methyl ketals
Srikrishna,Viswajanani
, p. 621 - 625 (2007/10/03)
A regioselective reductive demethoxylation of alkyl methyl ketals employing sodium cyanoborohydride in the presence of a catalytic amount of tri-n-butyltin chloride as Lewis acid is described.
Metalation of arylmethyl alkyl ethers
Azzena, Ugo,Pilo, Luciano,Sechi, Alessandra
, p. 12389 - 12398 (2007/10/03)
Arylmethyl alkyl ethers 1a-11 were metallated with n-BuLi or sec-BuLi in THF at different temperatures, affording α-alkoxy-substituted arylmethyllithium derivatives. At low temperature, the organometallics derived from methyl and isopropyl ethers are suff
