4036-43-5Relevant academic research and scientific papers
Pd/C-catalyzed direct formylation of aromatic iodides to aryl aldehydes using carbon dioxide as a C1 resource
Yu, Bo,Zhao, Yanfei,Zhang, Hongye,Xu, Jilei,Hao, Leiduan,Gao, Xiang,Liu, Zhimin
supporting information, p. 2330 - 2333 (2014/03/21)
Pd/C-catalyzed direct formylation of aromatic iodides to aryl aldehydes using CO2 as a C1 resource was realized for the first time in the presence of hydrosilanes and base DBU under mild conditions, giving a series of aldehydes in good yields. The Royal Society of Chemistry 2014.
Catalytic alkylation of aryl Grignard reagents by iron(iii) amine-bis(phenolate) complexes
Qian, Xin,Dawe, Louise N.,Kozak, Christopher M.
experimental part, p. 933 - 943 (2011/04/23)
Reaction of n-propylamino-N,N-bis(2-methylene-4-tert-butyl-6-methylphenol), H2L1, n-propylamino-N,N-bis(2-methylene-4,6-di-tert-butylphenol), H2L2, and benzylamino-N,N-bis(2-methylene-4-tert-butyl-6- methylphenol), H2L3, with anhydrous ferric chloride in the presence of base yields the products, [FeL1(μ-Cl)]2 (1), [FeL2(μ-Cl)]2 (2) and [FeL3(μ-Cl)]2 (3). In the solid state, these complexes exist as chloride-bridged dimers giving distorted trigonal bipyramidal iron(iii) ions. Reaction of H2L1 with FeBr 3, however, results in the formation of a tetrahedral iron(iii) complex possessing two bromide ligands. The amine-bis(phenolate) ligand is bidentate in this complex and bonds to the iron(iii) ion via the phenolate O-donors. The central amine donor is protonated, resulting in a quaternized ammonium fragment and the iron(iii) centre possesses a negative formal charge. As a result, this complex is zwitterionic and formulated as FeBr2L1H (4). Complex 1 is an air-stable, non-hygroscopic, single-component catalyst for C-C cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides, including chlorides. Good to excellent yields of cross-coupled products are obtained in diethyl ether at room temperature. In some cases where low yields are obtained under these conditions, the use of microwave-assisted heating of the reaction mixture can improve yields. The Royal Society of Chemistry 2011.
Cathodic reduction of diazonium salts in aprotic medium
Barba, Fructuoso,Batanero, Belen,Tissaoui, Khalil,Raouafi, Noureddine,Boujlel, Khaled
experimental part, p. 973 - 976 (2011/11/05)
Cathodic reduction of diazonium salts in acetonitrile led to the formation of azobenzenes, in good to moderate yields, and diarylamines as minoritary products. The reactions were carried out at the second reduction potential of the diazonium salts, involving aryl anions in the formation of the products.
Pd-PEPPSI-IPent: Low-temperature negishi cross-coupling for the preparation of highly functionalized, tetra-ortho-substituted biaryls
Calimsiz, Selcuk,Sayah, Mahmoud,Mallik, Debasis,Organ, Michael G.
supporting information; scheme or table, p. 2014 - 2017 (2010/06/20)
(Chemical Equation Presented) Cool couplings: Complex, hindered biaryls have been prepared at temperatures ranging from 0°C to room temperature, or with gentle heating. The Pd-PEPPSI-IPent catalyst (see scheme) nicely couples starting materials containing acidic moieties and routinely prepares biaryl derivatives where one or both rings comprising the biaryl are heterocyclic. Ar1=hindered aryl or heteroaryl, Ar2=unactivated aryl or heteroaryl.
Thieme journal awardees - Where are they now? on cobalt-catalyzed biaryl coupling reactions
Mayer, Matthias,Czaplik, Waldemar Maximilian,Jacobi Von Wangelin, Axel
experimental part, p. 2919 - 2923 (2010/01/21)
An operationally simple biaryl coupling reaction has been developed. The underlying domino process involves in situ Grignard formation from aryl bromides and subsequent homocoupling with catalytic CoCl2 and 1 bar synthetic air as terminal oxidant. Georg Thieme Verlag Stuttgart.
Biphenylene-Substituted Ruthenocenylphosphine for Suzuki-Miyaura Coupling of Aryl Chlorides
Hoshi, Takashi,Nakazawa, Taichi,Saitoh, Ippei,Mori, Ayako,Suzuki, Toshio,Sakai, Jun-Ichi,Hagiwara, Hisahiro
supporting information; experimental part, p. 2063 - 2066 (2009/04/10)
High activity in the palladium-catalyzed Suzuki-Miyaura reactions of aryl chlorides with arylboronic acids was furnished using biphenylene-substituted di-tert-butylruthenocenylphosphine (R-Phos) as a supporting ligand. Substrate combinations even for the construction of highly hindered tetra-ortho- substituted biaryls can be achieved in good to excellent yields with low catalyst loadings in short reaction times.
