52116-83-3Relevant articles and documents
Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions
Ghabdian, Mahdieh,Nasseri, Mohammad Ali,Allahresani, Ali,Motavallizadehkakhky, Alireza
, p. 1713 - 1728 (2018/05/25)
A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.
Pd/Cu-free Heck and Sonogashira coupling reactions applying cobalt nanoparticles supported on multifunctional porous organic hybrid
Hajipour, Abdol R.,Khorsandi, Zahra
, (2020/02/11)
A new heterogeneous cobalt catalyst has been synthesized by immobilizing Co species onto a nitrogen-rich porous organic polymer (Co@imine-POP). The heterogeneous catalyst synthesized was efficient in Heck and Sonogashira cross-coupling reactions in green media under mild reaction conditions without inert air and phase transfer agents. This phosphine-, copper-, and palladium-free catalyst was stable under the reaction conditions and could be reused for at least eight successive runs without a discernible decrease in its catalytic activity.
Homoleptic cis- and trans-palladium(II) bis(guanidinato) complexes derived from N-aryl-N′,N″-di(pyridin-2-yl)- and N-aryl-N′,N″-bis(6-methylpyridin-2-yl)guanidines: Catalysts for Heck-Mizoroki coupling reactions
Mishra, Vishwesh,Thomas, Jisha Mary,Chinnappan, Sivasankar,Thirupathi, Natesan
, p. 1 - 17 (2019/05/06)
N-Aryl-N′,N″-di(pyridin-2-yl)- and N-aryl-N′,N″-bis(6-methylpyridin-2-yl)guanidines (1–4 and 5–7) were isolated in 75%–81% yields. Reactions of Pd(OAc)2 with guanidines 2–7 carried out separately in toluene at 60 °C for 3 h afforded 8–13 respectively in 69%–80% yields. Compounds 1–13 were characterized by elemental analyses, HR-MS, IR and NMR (1H and 13C) spectroscopy. Molecular structures of guanidines 1, 4, 5 and 6 and those of 8–13 were determined by single crystal X-ray diffraction. The Pd(II) atom in 8–10 revealed trans geometry while that in 11–13 revealed cis geometry. DFT calculations were carried out on model compounds 9a (trans) and its hypothetical cis isomer, 9b and 12a (cis) and its hypothetical trans isomer 12b which indicated a very small energy difference between the 9a/9b pair (1.28 kcal/mol) whereas a large energy difference was observed between the 12a/12b pair (26.38 kcal/mol) in CH2Cl2. The catalytic utility of 9 in Heck-Mizoroki coupling reactions involving styrene and methyl acrylate and aryl bromides/aryl chlorides in the presence of NaOAc and excess of tetrabutylammonium bromide (TBAB) at 120 °C was explored. Both activated and de-activated aryl bromides and aryl chlorides were coupled with styrene and in addition, the aryl chlorides were coupled with methyl acrylate in the presence of 9 to afford the respective coupling products in 68% ? >99% yields. Neat reaction carried out with 9 and TBAB under the optimized condition released the colloidal Pd black as verified by EDAX, PXRD and SEM techniques thereby implying the heterogeneous nature of catalysis.
