volume 29 issue 23 pages 6334-6342

Synthesis and Characterization of New, Chiral P−N Ligands and Their Use in Asymmetric Allylic Alkylation

Publication typeJournal Article
Publication date2010-11-16
scimago Q2
wos Q1
SJR0.676
CiteScore5.1
Impact factor2.9
ISSN02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
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.
Found 
Found 

Top-30

Journals

1
2
3
4
5
Organometallics
5 publications, 12.82%
Dalton Transactions
4 publications, 10.26%
Tetrahedron Asymmetry
3 publications, 7.69%
Mendeleev Communications
3 publications, 7.69%
Tetrahedron
2 publications, 5.13%
Tetrahedron Letters
2 publications, 5.13%
Russian Chemical Bulletin
2 publications, 5.13%
ChemistrySelect
1 publication, 2.56%
Organic Chemistry Frontiers
1 publication, 2.56%
Russian Journal of General Chemistry
1 publication, 2.56%
Molecules
1 publication, 2.56%
Journal of Organometallic Chemistry
1 publication, 2.56%
Journal of Inorganic Biochemistry
1 publication, 2.56%
ChemCatChem
1 publication, 2.56%
Asian Journal of Organic Chemistry
1 publication, 2.56%
Applied Organometallic Chemistry
1 publication, 2.56%
European Journal of Organic Chemistry
1 publication, 2.56%
Chemistry - A European Journal
1 publication, 2.56%
Heteroatom Chemistry
1 publication, 2.56%
Organic Letters
1 publication, 2.56%
Inorganic Chemistry
1 publication, 2.56%
Chemical Reviews
1 publication, 2.56%
Synlett
1 publication, 2.56%
Organic and Biomolecular Chemistry
1 publication, 2.56%
1
2
3
4
5

Publishers

2
4
6
8
10
12
Elsevier
12 publications, 30.77%
American Chemical Society (ACS)
8 publications, 20.51%
Wiley
7 publications, 17.95%
Royal Society of Chemistry (RSC)
6 publications, 15.38%
Springer Nature
2 publications, 5.13%
Pleiades Publishing
1 publication, 2.56%
MDPI
1 publication, 2.56%
Georg Thieme Verlag KG
1 publication, 2.56%
2
4
6
8
10
12
  • We do not take into account publications without a DOI.
  • Statistics recalculated weekly.

Are you a researcher?

Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
39
Share
Cite this
GOST |
Cite this
GOST Copy
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.
GOST all authors (up to 50) Copy
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.
RIS |
Cite this
RIS Copy
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 -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@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}
}
MLA
Cite this
MLA Copy
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.