1,1'-Bis(oxazolin-2-yl)ferrocenes: An investigation of their complexation behavior toward [Pd(?3-allyl)Cl]2

Autor(en)

Christian Hartinger, Alexey Nazarov, Vladimir Arion, Gerald Giester, Maxim L. Kuznetsov, Mathea Sophia Galanski, Bernhard Keppler

Abstrakt

The coordination behavior of several aryl- and alkyl-bis(oxazolinyl) ferrocenes, which were prepared in high yields from ferrocene-1,1'- dicarbonyl dichloride and enantiomerically pure or racemic amino alcohols via the corresponding bis(ß-hydroxyamide)s and dimesylates or ditosylates as intermediates, toward [Pd(?3-allyl)Cl]2 was investigated by ESI mass spectrometry. The synthesized compounds were characterized by NMR spectroscopy and elemental analysis and the molecular structures of 1,1'-bis[(R)-4-isopropyloxazolin-2-yl]-ferrocene (6b), 1,1'-bis[(S)-4-isopropyloxazolin-2-yl]ferrocene (7b), 1,1'-bis[(S)- 4-sec-butyloxazolin-2-yl]ferrocene (11b), 1,1'-bis[(S)-4-tert- butyloxazolin-2-yl]ferrocene (12b), 1,1'-bis[(R)-4-phenyloxazolin-2-yl] ferrocene (13b), and 1,1'-bis[(S)-4-phenyloxazolin-2-yl]ferrocene (14b) were determined by single-crystal X-ray diffraction analysis. The coordination behavior studies by ESI-MS show a strong preference for monodentate complex formation. This result is supported by theoretical studies carried out at the B3LYP level of theory. It was found that the latter coordination type of 1,1'-bis[(S)-4-methyloxazolin-2-yl]ferrocene (1b) to an allylpalladium moiety is kinetically favored over the bidentate one. Œ 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Organisation(en)

Institut für Anorganische Chemie, Institut für Mineralogie und Kristallographie

Externe Organisation(en)

Moscow State Pedagogical University (MSPU)

Journal

European Journal of Inorganic Chemistry

Seiten

1589-1600

Anzahl der Seiten

12

ISSN

1434-1948

Publikationsdatum

2005

Peer-reviewed

Ja

ÖFOS 2012

105113 Kristallographie

Link zum Portal

https://ucrisportal.univie.ac.at/de/publications/db2c59cb-a410-45de-b7fd-6975c5f945e1