1334497-46-9Relevant academic research and scientific papers
Allyl complexes for use in coupling reactions
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Page/Page column 21; 22; 25; 26; 33, (2019/01/12)
A complex of formula (1), wherein, M is palladium or nickel, R1 and R2 are independently organic groups having 1-20 carbon atoms, or R1 and R2 are linked to form a ring structure with the phosphorus atom, R3 is selected from the group consisting of substituted and unsubstituted aryl, substituted and unsubstituted heteroaryl, and substituted and unsubstituted metallocenyl, R4 is an organic group having 1-20 carbon atoms, n is 0, 1, 2, 3, 4 or 5, X is an anionic ligand. A process for the preparation of the complex, and its use in carbon-carbon or carbon-nitrogen coupling reactions is also provided.
Air-stable Pd(R-allyl)LCl (L= Q-Phos, P(t-Bu)3, etc.) Systems for C-C/N Couplings: Insight into the Structure - Activity Relationship and Catalyst Activation Pathway
Seechurn, Carin C.C. Johansson,Parisel, Sebastien L.,Colacot, Thomas J.
experimental part, p. 7918 - 7932 (2011/11/30)
A series of Pd(R-allyl)LCl complexes [R = H, 1-Me, 1-Ph, 1-gem-Me 2, 2-Me; L = Q-Phos, P(t-Bu)3, P(t-Bu)2-(p- NMe2C6H4), P(t-Bu)2Np] have been synthesized and evaluated in the Buchwald - Hartwig aminations in detail, in addition to the preliminary studies on Suzuki coupling and α-arylation reactions. Pd(crotyl)Q-PhosCl (9) was found to be a superior catalyst to the other Q-Phos-based catalysts, and the reported in situ systems, in model coupling reactions involving 4-bromoanisole substrate with either N-methylaniline or 4-tertbutylbenzeneboronic acid. Precatalyst 9 also performed better (Figure presented) than the catalysts bearing P(t-Bu)2(p- NMe2C6H4) ligand; however, it is comparable to the new crotyl catalysts bearing P(t-Bu)3 or P(t-Bu)2Np ligands. In α-arylation of a biologically important model substrate, 1-tetralone, Pd(allyl)P(t-Bu)2(p-NMe2C6H 4)Cl (15) was found to be the best catalyst. The reason for the relatively higher activity of the crotyl complexes in comparison to the allyl derivatives in C-N bond formation reactions was investigated using X-ray crystallography in conjunction with NMR spectroscopic studies.
