A highly active Suzuki catalyst for the synthesis of sterically hindered biaryls: novel ligand coordination.
نویسندگان
چکیده
A catalyst system for the preparation of biaryls containing four ortho substituents via Suzuki coupling is described. The combination of a catalytic quantity of Pd2(dba)3 with either an electron-rich biarylphosphine or DPEPhos is effective using a wide range of substrates. The X-ray crystal structure of (dba)Pd(2-(9-phenanthryl)phenyl-dicyclohexylphosphine), in which the Pd is coordinated to the 9,10-double bond of the phenanthryl group, is also reported.
منابع مشابه
Synthesis of novel tridentate ligand-based palladium catalyst and investigation of its reactivity towards Suzuki, Sonogashira and Heck coupling reactions
We have demonstrated a simple and efficient route for the synthesis of a novel imine based tridentate ligand and its Pd-complex to investigate the C-C cross-coupling reactions, that involve column chromatography purification in only one step. The catalytic activity of the newly synthesized catalyst was studied for the Suzuki, Sonogashira and, Heck cross-coupling reactions under mild conditions....
متن کاملNew cyclopalladated benzothiophenes: a catalyst precursor for the Suzuki coupling of deactivated aryl chlorides.
Dimeric benzothiophene-based palladacycles were synthesized from thioanisole-substituted perfluoroalkyl propargyl imines and palladium(II) salts via an intramolecular thiopalladation pathway. The treatment of benzothiophene-based palladacycles with an excess of phosphine ligands in benzene at room temperature selectively afforded trans-bis(phosphine) palladium complexes in good yields. The tran...
متن کامل[Pd(μ-Cl)Cl(IPr*)]2: a highly hindered pre-catalyst for the synthesis of tetra-ortho-substituted biaryls via Grignard reagent cross-coupling.
The new well-defined catalyst [Pd(μ-Cl)Cl(IPr*)]2 enables the efficient Grignard reagent cross-coupling for the synthesis of tetra-ortho-substituted biaryls. The high reactivity of the complex is associated with the important bulkiness of the IPr* ligand. The dimer represents the most efficient catalyst reported to date for this challenging transformation.
متن کاملStudies on Pd/NiFe2O4 catalyzed ligand-free Suzuki reaction in aqueous phase: synthesis of biaryls, terphenyls and polyaryls
Palladium supported on nickel ferrite (Pd/NiF(2)O(4)) was found to be a highly active catalyst for the Suzuki coupling reaction between various aryl halides and arylboronic acids. The reaction gave excellent yields (70-98%) under ligand free conditions in a 1:1 DMF/H(2)O solvent mixture, in short reaction times (10-60 min). The catalyst could be recovered easily by applying an external magnetic...
متن کاملEfficient Suzuki and Sonogashira coupling reactions catalyzed by Pd/DNA@MWCNTs in green solvents and under mild conditions
The palladium nanoparticles were immobilized on DNA-modified multi walled carbon nanotubes as stable and powerful heterogeneous catalyst. The catalyst was characterized by FT-IR spectroscopy, UV-Vis spectroscopy, field emission scanning electron microscopy, X-ray diffraction, transmission electron microscopy, inductively coupled plasma and elemental analysis. DNA as a well-defined structure and...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Journal of the American Chemical Society
دوره 124 7 شماره
صفحات -
تاریخ انتشار 2002