New chiral ferrocenyloxazolines: The first planar chiral triferrocenylmethane derivative and its use in asymmetric catalysis

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Autoren

Organisationseinheiten

Forschungs-netzwerk anzeigen

Details

OriginalspracheEnglisch
Seiten (von - bis)2047-2052
Seitenumfang6
FachzeitschriftJournal of Organometallic Chemistry
Jahrgang694
Ausgabenummer13
PublikationsstatusVeröffentlicht - 10 Feb. 2009

Abstract

New planar chiral enantiopure ferrocenyloxazolines have been prepared including ferrocenyldiphenylmethanol, diferrocenylphenylmethanol and triferrocenylmethanol derivatives (S,pR)-10 - (S,pR)-12, the latter being the first chiral triferrocenylmethanol derivative. The ferrocenyldiphenylmethanol derivative (S,pR)-10 has been crystallographically characterized. Asymmetric ethylation of some arylaldehydes using diethylzinc in the presence of the planar chiral triferrocenylmethanol derivative (S,pR)-12 afforded good yields and ees, which were higher than those obtained with related ferrocenyloxazolines.

ASJC Scopus Sachgebiete

Zitieren

New chiral ferrocenyloxazolines: The first planar chiral triferrocenylmethane derivative and its use in asymmetric catalysis. / Garabatos-Perera, José Ramon; Butenschön, Holger.
in: Journal of Organometallic Chemistry, Jahrgang 694, Nr. 13, 10.02.2009, S. 2047-2052.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Download
@article{56244c536fd84e28a7b0d3334e34cb5e,
title = "New chiral ferrocenyloxazolines: The first planar chiral triferrocenylmethane derivative and its use in asymmetric catalysis",
abstract = "New planar chiral enantiopure ferrocenyloxazolines have been prepared including ferrocenyldiphenylmethanol, diferrocenylphenylmethanol and triferrocenylmethanol derivatives (S,pR)-10 - (S,pR)-12, the latter being the first chiral triferrocenylmethanol derivative. The ferrocenyldiphenylmethanol derivative (S,pR)-10 has been crystallographically characterized. Asymmetric ethylation of some arylaldehydes using diethylzinc in the presence of the planar chiral triferrocenylmethanol derivative (S,pR)-12 afforded good yields and ees, which were higher than those obtained with related ferrocenyloxazolines.",
keywords = "Asymmetric catalysis, Chirality, Ferrocene ligands, Oxazolin, Triferrocenylmethanol",
author = "Garabatos-Perera, {Jos{\'e} Ramon} and Holger Butensch{\"o}n",
note = "Funding information: We thank the Deutsche Forschungsgemeinschaft for generous support of our research. We are grateful to Octel Deutschland GmbH and to the Max-Planck-Institut f{\"u}r Kohlenforschung for donations of ferrocene.",
year = "2009",
month = feb,
day = "10",
doi = "10.1016/j.jorganchem.2009.01.057",
language = "English",
volume = "694",
pages = "2047--2052",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "13",

}

Download

TY - JOUR

T1 - New chiral ferrocenyloxazolines

T2 - The first planar chiral triferrocenylmethane derivative and its use in asymmetric catalysis

AU - Garabatos-Perera, José Ramon

AU - Butenschön, Holger

N1 - Funding information: We thank the Deutsche Forschungsgemeinschaft for generous support of our research. We are grateful to Octel Deutschland GmbH and to the Max-Planck-Institut für Kohlenforschung for donations of ferrocene.

PY - 2009/2/10

Y1 - 2009/2/10

N2 - New planar chiral enantiopure ferrocenyloxazolines have been prepared including ferrocenyldiphenylmethanol, diferrocenylphenylmethanol and triferrocenylmethanol derivatives (S,pR)-10 - (S,pR)-12, the latter being the first chiral triferrocenylmethanol derivative. The ferrocenyldiphenylmethanol derivative (S,pR)-10 has been crystallographically characterized. Asymmetric ethylation of some arylaldehydes using diethylzinc in the presence of the planar chiral triferrocenylmethanol derivative (S,pR)-12 afforded good yields and ees, which were higher than those obtained with related ferrocenyloxazolines.

AB - New planar chiral enantiopure ferrocenyloxazolines have been prepared including ferrocenyldiphenylmethanol, diferrocenylphenylmethanol and triferrocenylmethanol derivatives (S,pR)-10 - (S,pR)-12, the latter being the first chiral triferrocenylmethanol derivative. The ferrocenyldiphenylmethanol derivative (S,pR)-10 has been crystallographically characterized. Asymmetric ethylation of some arylaldehydes using diethylzinc in the presence of the planar chiral triferrocenylmethanol derivative (S,pR)-12 afforded good yields and ees, which were higher than those obtained with related ferrocenyloxazolines.

KW - Asymmetric catalysis

KW - Chirality

KW - Ferrocene ligands

KW - Oxazolin

KW - Triferrocenylmethanol

UR - http://www.scopus.com/inward/record.url?scp=65149094054&partnerID=8YFLogxK

U2 - 10.1016/j.jorganchem.2009.01.057

DO - 10.1016/j.jorganchem.2009.01.057

M3 - Article

AN - SCOPUS:65149094054

VL - 694

SP - 2047

EP - 2052

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 13

ER -