Chiral cyclopentadienyl iridium(III) complexes promote enantioselective cycloisomerizations giving fused cyclopropanes.Angew Chem Int Ed Engl. 2015 Oct 05; 54(41):12149-52.AC
Abstract
The cyclopentadienyl (Cp) group is a very important ligand for many transition-metal complexes which have been applied in catalysis. The availability of chiral cyclopentadienyl ligands (Cp(x)) lags behind other ligand classes, thus hampering the investigation of enantioselective processes. We report a library of chiral Cp(x) Ir(III) complexes equipped with an atropchiral Cp scaffold. A robust complexation procedure reliably provides Cp(x) Ir(III) complexes with tunable counterions. In a proof-of-concept application, the iodide-bearing members are shown to be highly selective for enyne cycloisomerization reactions. The dehydropiperidine-fused cyclopropane products are formed in good yields and enantioselectivities.
Links
Pub Type(s)
Journal Article
Language
eng
PubMed ID
26310394
Citation
Dieckmann, Michael, et al. "Chiral Cyclopentadienyl iridium(III) Complexes Promote Enantioselective Cycloisomerizations Giving Fused Cyclopropanes." Angewandte Chemie (International Ed. in English), vol. 54, no. 41, 2015, pp. 12149-52.
Dieckmann M, Jang YS, Cramer N. Chiral cyclopentadienyl iridium(III) complexes promote enantioselective cycloisomerizations giving fused cyclopropanes. Angew Chem Int Ed Engl. 2015;54(41):12149-52.
Dieckmann, M., Jang, Y. S., & Cramer, N. (2015). Chiral cyclopentadienyl iridium(III) complexes promote enantioselective cycloisomerizations giving fused cyclopropanes. Angewandte Chemie (International Ed. in English), 54(41), 12149-52. https://doi.org/10.1002/anie.201506483
Dieckmann M, Jang YS, Cramer N. Chiral Cyclopentadienyl iridium(III) Complexes Promote Enantioselective Cycloisomerizations Giving Fused Cyclopropanes. Angew Chem Int Ed Engl. 2015 Oct 5;54(41):12149-52. PubMed PMID: 26310394.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR
T1 - Chiral cyclopentadienyl iridium(III) complexes promote enantioselective cycloisomerizations giving fused cyclopropanes.
AU - Dieckmann,Michael,
AU - Jang,Yun-Suk,
AU - Cramer,Nicolai,
Y1 - 2015/08/27/
PY - 2015/07/15/received
PY - 2015/8/28/entrez
PY - 2015/8/28/pubmed
PY - 2015/8/28/medline
KW - asymmetric catalysis
KW - cycloisomerization
KW - cyclopentadienyl ligands
KW - enantioselectivity
KW - iridium
SP - 12149
EP - 52
JF - Angewandte Chemie (International ed. in English)
JO - Angew Chem Int Ed Engl
VL - 54
IS - 41
N2 - The cyclopentadienyl (Cp) group is a very important ligand for many transition-metal complexes which have been applied in catalysis. The availability of chiral cyclopentadienyl ligands (Cp(x)) lags behind other ligand classes, thus hampering the investigation of enantioselective processes. We report a library of chiral Cp(x) Ir(III) complexes equipped with an atropchiral Cp scaffold. A robust complexation procedure reliably provides Cp(x) Ir(III) complexes with tunable counterions. In a proof-of-concept application, the iodide-bearing members are shown to be highly selective for enyne cycloisomerization reactions. The dehydropiperidine-fused cyclopropane products are formed in good yields and enantioselectivities.
SN - 1521-3773
UR - https://www.unboundmedicine.com/medline/citation/26310394/Chiral_cyclopentadienyl_iridium_III__complexes_promote_enantioselective_cycloisomerizations_giving_fused_cyclopropanes_
DB - PRIME
DP - Unbound Medicine
ER -
