125102-17-2Relevant articles and documents
Mild Cobalt-Catalyzed Negishi Cross-Couplings of (Hetero)arylzinc Reagents with (Hetero)aryl Halides
Haas, Diana,Hammann, Jeffrey M.,Lutter, Ferdinand H.,Knochel, Paul
, p. 3809 - 3812 (2016)
A catalytic system consisting of CoCl2?2 LiCl (5 mol %) and HCO2Na (50 mol %) enables the cross-coupling of various N-heterocyclic chlorides and bromides as well as aromatic halogenated ketones with various electron-rich and -poor ar
Gold-To-Boron Aryl Transfer from a T-Shaped Phosphine-Borane Gold(I) Complex
Theulier, Cyril A.,García-Rodeja, Yago,Mallet-Ladeira, Sonia,Miqueu, Karinne,Bouhadir, Ghenwa,Bourissou, Didier
supporting information, p. 2409 - 2414 (2021/08/03)
T-shaped gold(I) complexes with significant Au→B interactions were prepared from the phosphine-borane i-Pr2P(o-C6H4)BFXyl2 [Fxyl = 3,5-(F3C)2C6H3]. The (P,B)AuArF complex 4 [ArF = 4-(F3C)C6H4] was obtained by an indirect route involving ligand exchange from (ArO)3PAuArF 3a [Ar = 2,4-(t-Bu)2C6H3]. A different outcome was observed with the analogous precursor (MeO)3PAuArF 3b. Here, the phosphite remains bonded to gold, and the borane moiety abstracts the ArF group from gold to give the zwitterionic dicoordinate gold(I) complex 5. DFT calculations support a 2-step associative pathway for this gold-To-boron aryl transfer. It involves a square-planar gold(I) complex with enhanced Au→B interaction as key intermediate and proceeds via a 3-center transition state.
Ni-Catalyzed C(sp3)–O Arylation of α-Hydroxy Esters
Monteith, John J.,Rousseaux, Sophie A. L.
supporting information, p. 9485 - 9489 (2021/12/09)
A Negishi cross-coupling of α-hydroxy ester derivatives and arylzinc reagents has been developed. This reaction tolerates both primary and secondary C(sp3)–O alcohol precursors and achieves efficient cross-coupling under Ni catalysis without the need for added external metal reductant, photocatalyst, or additives. The arylation of readily accessible C(sp3)–O electrophiles in this operationally simple, rapid, and mild reaction provides a complementary way of accessing desirable α-aryl ester products.
Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives
Hofmayer, Maximilian S.,Sunagatullina, Alisa,Br?samlen, Daniel,Mauker, Philipp,Knochel, Paul
supporting information, p. 1286 - 1289 (2020/02/13)
α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25 °C, 16 h) leading to
