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Diphosphinoazine Palladium(II) Complexes as Catalysts for the Heck Reaction of Bromides and an Activated Chloride
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SYSNO ASEP 0105028 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Ostatní články Title Diphosphinoazine Palladium(II) Complexes as Catalysts for the Heck Reaction of Bromides and an Activated Chloride Title Difosfinoazinové komplexy palladia(II) jako katalyzátory Heckovy reakce bromidů a aktivovaného chloridu Author(s) Včelák, Jaroslav (UCHP-M)
Storch, Jan (UCHP-M) RID, ORCID, SAI
Czakoová, Marie (UCHP-M)
Čermák, Jan (UCHP-M) RID, ORCID, SAISource Title Journal of Molecular Catalysis A-Chemical. - : Elsevier - ISSN 1381-1169
Roč. 222, 1-2 (2004), s. 121-126Number of pages 6 s. Language eng - English Country NL - Netherlands Keywords heck reaction ; amido complexes ; palladium Subject RIV CA - Inorganic Chemistry R&D Projects GA203/01/0554 GA ČR - Czech Science Foundation (CSF) IAA4072205 GA AV ČR - Academy of Sciences of the Czech Republic (AV ČR) CEZ AV0Z4072921 - UCHP-M Annotation Five diphosphinoazine palladium(II) amido complexes together with two phosphine-free and two triphenylphosphine-modified palladium(II) complexes were investigated as catalysts for the Heck reaction of styrene with 4-chlorobenzonitrile, bromobenzene and 4-bromobenzonitrile in dimethylacetamide with tributylamine as a base. The diphosphinoazine complexes competed well with the traditional catalysts; best conversions and turnover numbers were achieved with a vinyl-amide complex [(CH3OCOCH=CCOOCH3)Pd{PPh CH=C(Bu-t)NN=C(Bu-t)CH2PPh2}] giving TON of about 680 000 and TOF of 7710h(-1) in the reaction of 4-bromobenzonitrile. The TON of the chloroarene with the same complex was 729. Selectivities of the product formation were independent on the catalyst and little dependent on the substrate, the selectivity of the main product, (Z)-1,2-diarylethylene, being always over 90%. Workplace Institute of Chemical Process Fundamentals Contact Eva Jirsová, jirsova@icpf.cas.cz, Tel.: 220 390 227 Year of Publishing 2005
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