Enantioselective Excited-State Photoreactions Controlled by a Chiral Hydrogen-Bonding Iridium Sensitizer

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Title
Enantioselective Excited-State Photoreactions Controlled by a Chiral Hydrogen-Bonding Iridium Sensitizer
Author(s)
Kazimer L. Skubi; Jesse B. Kidd; Hoimin Jung; Ilia A. Guzei; Mu-Hyun Baik; Tehshik P. Yoon
Publication Date
2017-11
Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.139, no.47, pp.17186 - 17192
Publisher
AMER CHEMICAL SOC
Abstract
Stereochemical control of electronically excited states is a long-standing challenge in photochemical synthesis, and few catalytic systems that produce high enantioselectivities in triplet-state photoreactions are known. We report herein an exceptionally effective chiral photocatalyst that recruits prochiral quinolones using a series of hydrogen-bonding and pi-pi interactions. The organization of these substrates within the chiral, environment of the transition-metal photosensitizer leads to efficient Dexter energy transfer and effective stereoinduction. The relative insensitivity of these organometallic chromophores toward ligand modification enables the optimization of this catalyst structure for high enantiomeric excess at catalyst loadings as much as 100-fold lower than the optimal conditions reported for analogous chiral organic photosensitizers © 2017 American Chemical Society
URI
https://pr.ibs.re.kr/handle/8788114/4766
ISSN
0002-7863
Appears in Collections:
Center for Catalytic Hydrocarbon Functionalizations(분자활성 촉매반응 연구단) > Journal Papers (저널논문)
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