Abstract
Synthetic organic transformations catalyzed by iron complexes have attracted considerable attention because of an enviable list of assets: iron is an ubiquitous, inexpensive, and environmentally benign metal. It has been documented that various chiral iron complexes can be used in many reactions such as oxidation, cyclopropanation, hydrogenation, hydrosilylation, and alkane hydroxylation. This chapter summarizes recent developments, mainly from 2004 to 2014, of enantioselective iron catalysts.
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- acac:
-
Acetylacetonate
- Ad:
-
1-Adamantyl
- BArF :
-
Tetrakis[3,5-bis(trifluoromethyl)phenyl] borate
- binap:
-
2,2′-Bis(diphenylphosphino)-1,1′-binaphthyl
- binol:
-
Binaphthol
- bopa:
-
Bis(oxazolinephenyl)amine
- box:
-
Bis(oxazoline)
- DCE:
-
Dichloroethane
- DFT:
-
Density functional theory
- DMAP:
-
4-Dimethylaminopyridine
- DME:
-
1,2-Dimethoxyethane
- DMF:
-
N,N-Dimethylformamide
- DMSO:
-
Dimethylsulfoxide
- dpen:
-
(R,R)-1,2-diphenylethylenediamine
- dppe:
-
1,2-Bis(diphenylphosphino)ethane
- dppm:
-
1,1-Bis(diphenylphosphino)methane
- DS:
-
Dodecyl sulfate
- EPR:
-
Electron paramagnetic resonance
- H2Pydic:
-
Pyridine-2,6-dicarboxylic acid
- H2TAPP:
-
5α,10α,15α,20α-Tetrakis(o-aminophenyl)porphyrin
- H2TpivPP:
-
5α,10α,15α,20α-Tetrakis(o-pivalamidophenyl)porphyrin
- HR-MS:
-
High-resolution mass spectrometry
- LASC:
-
Lewis-acid–surfactant-combined catalyst
- m-CPBA:
-
Meta-chloroperoxybenzoic acid
- NFSI:
-
N-fluorobenzenesulfonimide
- PDP:
-
2-({(S)-2-[(S)-1-(pyridin-2-ylmethyl)pyrrolidin-2-yl]pyrrolidin-1-yl}methyl)pyridine
- phebox:
-
Bis(oxazolinyl)phenyl
- PMHS:
-
Polymethylhydrosiloxane
- PP:
-
Porphyrin
- PPN:
-
Bis(triphenylphosphonium)iminium
- pybox:
-
Pyridine bis(oxazoline)
- rac :
-
Racemate
- salan:
-
2-[(phenylimino)methyl]phenolato
- salen:
-
N,N′-bis(salicylidene)ethylenediamine
- SIPr:
-
N,N-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene
- TBABr:
-
Tetra-n-butylammonium bromide
- Tf:
-
Triflyl
- TMEDA:
-
N,N,N′,N′-tetramethylethylenediamine
- TOF:
-
Turnover frequency
- Tol:
-
Tolyl
- TON:
-
Turnover number
- TPS:
-
t-Butyldiphenylsilyl
- Ts:
-
Tosyl
- UHP:
-
Urea–hydrogen peroxide adduct
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Acknowledgments
We are grateful to the Natural Sciences and Engineering Research Council of Canada (NSERC) and to the Centre in Green Chemistry and Catalysis (CGCC) for the financial support. We thank Martin Pichette Drapeau and Angela Jalba for their valuable help in proofreading the manuscript.
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Ollevier, T., Keipour, H. (2015). Enantioselective Iron Catalysts. In: Bauer, E. (eds) Iron Catalysis II. Topics in Organometallic Chemistry, vol 50. Springer, Cham. https://doi.org/10.1007/3418_2015_102
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DOI: https://doi.org/10.1007/3418_2015_102
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