Tripod immobilization of triphenylphosphane on a silica-gel surface to enable selective mono-ligation to palladium: application to Suzuki-Miyaura cross-coupling reactions with chloroarenes.
- Tomohiro Iwai, Ryotaro Tanaka, Tomoya Harada, M. Sawamura
- ChemistryChemistry
- 20 January 2014
A tripodal immobilization constrains the mobility of the phosphane molecule and causes the lone pair on the phosphorus atom to face in the direction perpendicular to the support, resulting in the selective formation of a 1:1 metal-phosphane species that is free from unfavorable steric repulsions caused by the silica surface.
Transition-Metal-Catalyzed Site-Selective C–H Functionalization of Quinolines beyond C2 Selectivity
- Tomohiro Iwai, M. Sawamura
- Chemistry, Biology
- 31 July 2015
This review summarizes recently reported transition-metal-catalyzed site-selective C–H functionalization of quinolines, excluding C2 selective reactions.
Rh-catalyzed borylation of N-adjacent C(sp3)-H bonds with a silica-supported triarylphosphine ligand.
- Soichiro Kawamorita, T. Miyazaki, Tomohiro Iwai, H. Ohmiya, M. Sawamura
- ChemistryJournal of the American Chemical Society
- 26 July 2012
Direct C(sp(3))-H borylation of amides, ureas, and 2-aminopyridine derivatives at the position α to the N atom, which gives the corresponding α-aminoalkylboronates, has been achieved with a…
Rh-catalyzed ortho-selective C-H borylation of N-functionalized arenes with silica-supported bridgehead monophosphine ligands.
- Soichiro Kawamorita, T. Miyazaki, H. Ohmiya, Tomohiro Iwai, M. Sawamura
- Chemistry, BiologyJournal of the American Chemical Society
- 11 November 2011
The reaction showed significant tolerance toward steric repulsion around the reacting C-H bond, and the regioselectivity was excellent with various N-directing groups, including saturated and unsaturated N-heterocycles, tert-aminoalkyl groups, and imine-type C-N double bonds.
The iridium-catalyzed decarbonylation of aldehydes under mild conditions.
- Tomohiro Iwai, Tetsuaki Fujihara, Y. Tsuji
- ChemistryChemical Communications
- 26 November 2008
The catalytic decarbonylation of aldehydes has been developed using commercially available [IrCl(cod)](2) and PPh(3) under mild conditions, and the method could be widely applicable to various…
Construction of Medium-Sized Rings by Gold Catalysis.
- Ronald L. Reyes, Tomohiro Iwai, M. Sawamura
- ChemistryChemical Reviews
- 6 October 2020
Accounts on Au-mediated cyclization giving notable 7-membered and medium-sized (8-11- Membered ring) structures are presented.
Iridium-Catalyzed Asymmetric Borylation of Unactivated Methylene C(sp3)-H Bonds.
- Ronald L. Reyes, Tomohiro Iwai, S. Maeda, M. Sawamura
- Chemistry, BiologyJournal of the American Chemical Society
- 15 April 2019
Herein, we show the highly enantioselective borylation of unactivated methylene C(sp3)-H bonds in 2-alkylpyridines and 2-alkyl-1,3-azole derivatives using an iridium-BINOL-based chiral monophosphite…
A Polystyrene-Cross-Linking Bisphosphine: Controlled Metal Monochelation and Ligand-Enabled First-Row Transition Metal Catalysis
- Tomohiro Iwai, Tomoya Harada, H. Shimada, Kiichi Asano, M. Sawamura
- Chemistry, Materials Science
- 3 February 2017
A polystyrene-cross-linking bisphosphine PS-DPPBz was synthesized through radical emulsion copolymerization between 4-t-butylstyrene as a monomer and tetravinylated 1,2-bis(diphenylphosphino)benzene…
Polystyrene‐Supported PPh3 in Monolithic Porous Material: Effect of Cross‐Linking Degree on Coordination Mode and Catalytic Activity in Pd‐Catalyzed C−C Cross‐Coupling of Aryl Chlorides
- Hikaru Matsumoto, Y. Hoshino, Tomohiro Iwai, M. Sawamura, Y. Miura
- Chemistry
- 20 August 2020
Hybridization of porous synthetic polymer and sophisticated ligands play an important role in transition‐metal catalysis for chemical transformations at laboratory and industrial levels. A monolithic…
Synthesis of primary and secondary alkylboronates through site-selective C(sp3)-H activation with silica-supported monophosphine-Ir catalysts.
- Soichiro Kawamorita, R. Murakami, Tomohiro Iwai, M. Sawamura
- ChemistryJournal of the American Chemical Society
- 15 February 2013
The site-selective activation and borylation of unactivated C(sp(3))-H bonds in 2-alkylpyridines to form primary and secondary alkylboronates was achieved using silica-supported monophosphine-Ir…
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