Itoh Group Literature Review

Maaya Asaka and Hiroshi Fujii* Department of Chemistry, Graduate School of Humanities and Sciences, Nara Women’s University, Kitauoyanishi, Nara 630-8506, Japan J. Am. Chem. Soc., Article ASAP DOI: 10.1021/jacs.6b03223 Publication Date (Web): June 21, 2016 Copyright © 2016 American Chemical Society http://pubs.acs.org/doi/abs/10.1021/jacs.6b03223 Hydroxylation reactions of aromatic rings are key reactions in various biological and chemical processes. In spite of their significance, no consensus mechanism has been established. Here we performed Marcus plot analysis for aromatic hydroxylation reactions with oxoiron(IV) porphyrin π-cation radical complexes (compound I). Although many recent studies support the mechanism involving direct electrophilic attack of compound I, the slopes of the Marcus plots indicate a significant contribution of an electron transfer process in the rate-limiting step, leading us to propose a new reaction mechanism in which the electron transfer proc...

Hanna M. Key 1,2 * , Paweł Dydio 1,2 * , Douglas S. Clark 3,4 & John F. Hartwig 1,2  Nature (2016)   doi:10.1038/nature17968 Received 18 November 2015   Accepted 15 March 2016   Published online 13 June 2016 Department of Chemistry, University of California 1,2 Department of Chemical and Biomolecular Engineering, University of California 3,4 http://www.nature.com/nature/journal/vaop/ncurrent/pdf/nature17968.pdf Enzymes that contain metal ions—that is, metalloenzymes—possess the reactivity of a transition metal centre and the potential of molecular evolution to modulate the reactivity and substrate-selectivity of the system 1 . By exploiting substrate promiscuity and protein engineering, the scope of reactions catalysed by native metalloenzymes has been expanded recently to include abiological transformations 2 , 3 . However, this strategy is limited by the inherent reactivity of metal centres i...

Yusuke Aratani,† Kohei Oyama,† Tomoyoshi Suenobu,† Yusuke Yamada,*,‡ and Shunichi Fukuzumi*,†,§,∥ †Department of Material and Life Science, Graduate School of Engineering, Osaka University, ALCA and SENTAN, Japan Science and Technology Agency, Suita, Osaka 565-0871, Japan ‡Department of Applied Chemistry and Bioengineering, Graduate School of Engineering, Osaka City University, Osaka 558-8585, Japan §Department of Chemistry and Nano Science, Ewha Womans ∥Faculty of Science and Engineering, Meijo University, ALCA Aichi 468-0073, Japan University, Seoul 120-750, Koreaand SENTAN, Japan Science and Technology Agency, Nagoya, http://pubs.acs.org/doi/abs/10.1021/acs.inorgchem.5b02909 Abstract Photocatalytic hydroxylation of benzene to phenol was achieved by using O 2  as an oxidant as well as an oxygen source with a cyano-bridged polynuclear metal complex containing Fe II  and Ru II incorporated in mesoporous silica–alumina ([Fe(H 2 O) 3 ] 2 [Ru(CN) 6 ]@sAl-MCM-4...

Nature 2016, 534, 369 Constanze N. Neumann1, Jacob M. Hooker & Tobias Ritter Harvard University http://www.nature.com/nature/journal/v534/n7607/pdf/nature17667.pdf Outline Transformation of phenol derivatives to flourarene was achieved with a new reagent, " PhenoFluor ". Activation energy of the reaction is reasonably low compared with typical Nucleophilic aromatic substitution type reaction by c.a. 10 kcal mol-1, due to its concerted association and dissociation of fluorine and oxygen atom. Thanks to the reaction mechanism circumvent anionic intermediate, so called Meisenheimer complex, they successfully introduced fluorine into electron rich aromatic compounds.

Byoungmoo Kim † , Alex J. Chinn † , Daniel R. Fandrick ‡ , Chris H. Senanayake ‡ , Robert A. Singer § , and Scott J. Miller * † † Department of Chemistry, Yale University , New Haven, Connecticut 06520-8107, United States ‡ Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc. , 900 Ridgebury Road, P.O. Box 368, Ridgefield, Connecticut 06877-0368, United States § Chemical Research and Development, Pfizer Inc. , Eastern Point Road, Groton, Connecticut 06340, United States J. Am. Chem. Soc. , Article ASAP DOI: 10.1021/jacs.6b03444 Publication Date (Web): June 02, 2016 Copyright © 2016 American Chemical Society Abstract We report the development of a new class of guanidine-containing peptides as multifunctional ligands for transition-metal catalysis and its application in the remote desymmetrization of diarylmethanes via copper-catalyzed Ullman cross-coupling. Through design of these peptides, high levels of enantioinduction and good isolated yi...