Synthesis and Characterization of New, Chiral P−N Ligands and Their Use in Asymmetric Allylic Alkylation
Тип публикации: Journal Article
Дата публикации: 2010-11-16
scimago Q2
wos Q1
БС1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Краткое описание
Several new ferrocenylimines containing both planar and central chirality were prepared from (Sp)-2-(diphenylphosphino)ferrocenecarboxaldehyde and chiral primary amines. One of these compounds, (Sp,Sc)-3, induced particularly high conversions (92−99%) and enantioselectivities (91−94% ee) when applied as a P−N ligand in the asymmetric allylic alkylation (AAA). In addition, a precatalyst complex was formed from (Sp,Sc)-3 and di-μ-chlorobis[(η3-C3H5)palladium(II)] and isolated after anion exchange with NaBF4 to give [Pd(η3-C3H5)((Sp,Sc)-3)]BF4 (4). High conversions (99%) and enantioselectivities (90−93% ee) were also observed when the isolated precatalyst (4) was used in the AAA reaction. Crystal structures were obtained for all three ligands prepared for this study ((Sp,Sc)-1−3) and for the isolated precatalyst (4). These compounds were also investigated by CD spectroscopy.
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Thiesen K. E. et al. Synthesis and Characterization of New, Chiral P−N Ligands and Their Use in Asymmetric Allylic Alkylation // Organometallics. 2010. Vol. 29. No. 23. pp. 6334-6342.
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Thiesen K. E., Maitra K., Olmstead M. M., Attar S. Synthesis and Characterization of New, Chiral P−N Ligands and Their Use in Asymmetric Allylic Alkylation // Organometallics. 2010. Vol. 29. No. 23. pp. 6334-6342.
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TY - JOUR
DO - 10.1021/om100741m
UR - https://doi.org/10.1021/om100741m
TI - Synthesis and Characterization of New, Chiral P−N Ligands and Their Use in Asymmetric Allylic Alkylation
T2 - Organometallics
AU - Thiesen, Kurtis E
AU - Maitra, Kalyani
AU - Olmstead, Marilyn M.
AU - Attar, Saeed
PY - 2010
DA - 2010/11/16
PB - American Chemical Society (ACS)
SP - 6334-6342
IS - 23
VL - 29
SN - 0276-7333
SN - 1520-6041
ER -
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@article{2010_Thiesen,
author = {Kurtis E Thiesen and Kalyani Maitra and Marilyn M. Olmstead and Saeed Attar},
title = {Synthesis and Characterization of New, Chiral P−N Ligands and Their Use in Asymmetric Allylic Alkylation},
journal = {Organometallics},
year = {2010},
volume = {29},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021/om100741m},
number = {23},
pages = {6334--6342},
doi = {10.1021/om100741m}
}
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MLA
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Thiesen, Kurtis E., et al. “Synthesis and Characterization of New, Chiral P−N Ligands and Their Use in Asymmetric Allylic Alkylation.” Organometallics, vol. 29, no. 23, Nov. 2010, pp. 6334-6342. https://doi.org/10.1021/om100741m.