[3]Ferrocenophane Ligands with an Inserted Methylene Group | Zendy

Šebesta Radovan | Zendy; Bilčík Filip | Zendy; Horváth Branislav | Zendy

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[3]Ferrocenophane Ligands with an Inserted Methylene Group

Author(s) -

Šebesta Radovan,

Bilčík Filip,

Horváth Branislav

Publication year - 2008

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200800566

Subject(s) - chemistry , methylene , cyclopentadienyl complex , allylic rearrangement , ligand (biochemistry) , derivative (finance) , stereochemistry , planar chirality , catalysis , ring (chemistry) , medicinal chemistry , nuclear magnetic resonance spectroscopy , organic chemistry , enantioselective synthesis , receptor , biochemistry , financial economics , economics

New planar chiral [3]ferrocenophane aminosulfane and aminophosphane ligands displayed interesting results in model Pd‐catalyzed allylic substitution reactions. The phosphane derivative having a methylene group between the cyclopentadienyl ring and the phosphane group showed enantioselectivities up to 86 % ee , whereas the ligand without the methylene group afforded almost racemic allylation products. Analogous sulfane ligands showed the opposite trend. Tentative catalytic complexes were studied by 31 P NMR spectroscopy and DFT computational methods. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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