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Ruthenium Complexes with Dendritic Ferrocenyl Phosphanes: Synthesis, Characterization, and Application in the Catalytic Redox Isomerization of Allylic Alcohols
Author(s) -
Neumann Paul,
Dib Hanna,
SourniaSaquet Alix,
Grell Toni,
Handke Marcel,
Caminade AnneMarie,
HeyHawkins Evamarie
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201406489
Subject(s) - ruthenium , allylic rearrangement , isomerization , ferrocene , chemistry , catalysis , moiety , redox , ligand (biochemistry) , denticity , dendrimer , photochemistry , combinatorial chemistry , electrochemistry , polymer chemistry , organic chemistry , crystal structure , biochemistry , receptor , electrode
An efficient system for the catalytic redox isomerization of the allylic alcohol 1‐octen‐3‐ol to 3‐octanone is presented. The homogeneous ruthenium(II) catalyst contains a monodentate phosphane ligand with a ferrocene moiety in the backbone and provides 3‐octanone in quantitative yields. The activity is increased by nearly 90 % with respect to the corresponding triphenyl phosphane ruthenium(II) complex. By grafting the catalyst at the surface of a dendrimer, the catalytic activity is further increased. By introducing different spacers between ferrocene and phosphorus, the influence on the electronic properties of the complexes is shown by evaluating the electrochemical behavior of the compounds.