Co-reporter:Dr. Taiga Yurino;Yohei Ueda;Dr. Yoshiki Shimizu;Dr. Shinji Tanaka;Haruka Nishiyama;Dr. Hayato Tsurugi;Dr. Kazuhiko Sato;Dr. Kazushi Mashima
Angewandte Chemie International Edition 2015 Volume 54( Issue 48) pp:14437-14441
Publication Date(Web):
DOI:10.1002/anie.201507902
Abstract
A salt-free procedure for the generation of a wide variety of metal(0) particles, including Fe, Co, Ni, and Cu, was achieved using 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclohexadiene (1), which reduced the corresponding metal precursors under mild conditions. Notably, Ni particles formed in situ from the treatment of Ni(acac)2 (acac=acetylacetonate) with 1 in toluene exhibited significant catalytic activity for reductive CC bond-forming reactions of aryl halides in the presence of excess amounts of 1. By examination of high-magnification transmission electron microscopy images and electron diffraction patterns, we concluded that amorphous Ni nanoparticles (Ni aNPs) were essential for the high catalytic activity.
Co-reporter:Dr. Taiga Yurino;Yohei Ueda;Dr. Yoshiki Shimizu;Dr. Shinji Tanaka;Haruka Nishiyama;Dr. Hayato Tsurugi;Dr. Kazuhiko Sato;Dr. Kazushi Mashima
Angewandte Chemie 2015 Volume 127( Issue 48) pp:14645-14649
Publication Date(Web):
DOI:10.1002/ange.201507902
Abstract
A salt-free procedure for the generation of a wide variety of metal(0) particles, including Fe, Co, Ni, and Cu, was achieved using 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclohexadiene (1), which reduced the corresponding metal precursors under mild conditions. Notably, Ni particles formed in situ from the treatment of Ni(acac)2 (acac=acetylacetonate) with 1 in toluene exhibited significant catalytic activity for reductive CC bond-forming reactions of aryl halides in the presence of excess amounts of 1. By examination of high-magnification transmission electron microscopy images and electron diffraction patterns, we concluded that amorphous Ni nanoparticles (Ni aNPs) were essential for the high catalytic activity.
Co-reporter:Yoshihiro Kon, Toshiyuki Yokoi, Masato Yoshioka, Shinji Tanaka, Yumiko Uesaka, Takehisa Mochizuki, Kazuhiko Sato, Takashi Tatsumi
Tetrahedron 2014 70(41) pp: 7584-7592
Publication Date(Web):
DOI:10.1016/j.tet.2014.07.091
Co-reporter:Yoshihiro Kon, Toshiyuki Yokoi, Masato Yoshioka, Yumiko Uesaka, Harumi Kujira, Kazuhiko Sato, Takashi Tatsumi
Tetrahedron Letters 2013 Volume 54(Issue 36) pp:4918-4921
Publication Date(Web):4 September 2013
DOI:10.1016/j.tetlet.2013.07.006
A selective hydrogen peroxide oxidation of sulfides to sulfoxides using Ti-MWW and Ti-IEZ-MWW catalysts was developed. This reaction was carried out under organic solvent-free conditions, and the only side-product was water. Improvement of catalytic activity toward bulky sulfides will be achieved by optimization of the topology in the Ti zeolite.
Co-reporter:Yoshihiro Kon, Takefumi Chishiro, Daisuke Imao, Takuya Nakashima, Takashi Nagamine, Houjin Hachiya, Kazuhiko Sato
Tetrahedron Letters 2011 Volume 52(Issue 50) pp:6739-6742
Publication Date(Web):14 December 2011
DOI:10.1016/j.tetlet.2011.10.015
The selective hydrogen peroxide oxidation of vinyl ethers to give acetates was developed using triphenylphosphine palladium and triethyl amine catalysts under mild reaction conditions.
Co-reporter:Yoshihiro Kon Dr.;Hideaki Yazawa;Yoko Usui Dr. Dr.
Chemistry – An Asian Journal 2008 Volume 3( Issue 8-9) pp:1642-1648
Publication Date(Web):
DOI:10.1002/asia.200800156
Abstract
Environmentally benign oxidation of allylic alcohols by platinum black catalyst with aqueous hydrogen peroxide to give the corresponding α,β-unsaturated carbonyl compounds in high yield is presented. Reactions are carried out under organic solvent- and halide-free conditions. The platinum black catalyst is commercially available and is found to be reusable at least seven times before significant loss of catalytic activity. The operation is very simple, even in a hectogram-scale synthesis, and gives corresponding carbonyl compounds in over 90 % yield. The effective oxidation of benzyl and secondary alcohols are also described.
Co-reporter:Yoshihiro Kon, Yoko Usui and Kazuhiko Sato
Chemical Communications 2007 (Issue 42) pp:4399-4400
Publication Date(Web):20 Aug 2007
DOI:10.1039/B708612A
Allylic alcohols are chemoselectively oxidized to α,β-unsaturated carbonyl compounds in high yield with aqueous H2O2 in the presence of Pt black catalyst under organic solvent-free conditions. The catalyst is easily recyclable and effective for at least 7 cycles.
Co-reporter:Masato Kawamura and Kazuhiko Sato
Chemical Communications 2007 (Issue 32) pp:3404-3405
Publication Date(Web):13 Jun 2007
DOI:10.1039/B705640K
Magnetic nanoparticle (MNP)-supported crown ethers were successfully prepared and evaluated as catalysts for solid–liquid phase-transfer reactions; the catalytic activities of the MNP-supported crown ethers were not inferior to those of non-supported crown ethers; after the reactions, the catalysts could be readily separated using an external magnet and reused without significant loss of catalytic efficiency.
Co-reporter:Masato Kawamura and Kazuhiko Sato
Chemical Communications 2006 (Issue 45) pp:4718-4719
Publication Date(Web):27 Sep 2006
DOI:10.1039/B611906A
Magnetic nanoparticles-supported quaternary ammonium and phosphonium salts were prepared and evaluated as phase-transfer catalysts. Some of them exhibited good activities that were comparable to that of tetra-n-butylammonium iodide. The catalysts were readily separated using an external magnet and reusable without significant loss of their catalytic efficiency.
Co-reporter:Yoko Usui and Kazuhiko Sato
Green Chemistry 2003 vol. 5(Issue 4) pp:373-375
Publication Date(Web):11 Jul 2003
DOI:10.1039/B305847F
Cyclohexanone and cyclohexanol are oxidized to adipic acid in high yield with aqueous 30% H2O2 in the presence of H2WO4 as a catalyst under organic solvent- and halide-free conditions. It is important that no solvent is used in order to achieve high reactivity in this heterogeneous reaction. The use of t-butyl alcohol or dioxane as a solvent (homogeneous conditions) significantly decreases the yield of adipic acid from cyclohexanone. This ketone-to-dicarboxylic acid conversion is applicable to five- to eight-membered cyclic ketones. No operational problems are foreseen for a large-scale version of this green process.
Co-reporter:Yoko Usui Dr. Dr.;Masato Tanaka Dr.
Angewandte Chemie International Edition 2003 Volume 42(Issue 45) pp:
Publication Date(Web):18 NOV 2003
DOI:10.1002/anie.200352568
Green and convenient: Olefins are oxidized to 1,2-diols in high yield with 30 % H2O2 in the presence of resin-supported sulfonic acid (see scheme) under metal-free conditions without any organic solvent. The catalyst can be recycled easily and is effective for at least 10 cycles.
Co-reporter:Yoko Usui Dr. Dr.;Masato Tanaka Dr.
Angewandte Chemie 2003 Volume 115(Issue 45) pp:
Publication Date(Web):18 NOV 2003
DOI:10.1002/ange.200352568
Kurz und grün: Olefine werden ohne Lösungsmittel und unter metallfreien Bedingungen mit 30-proz. H2O2 in Gegenwart von Sulfonsäure auf Harzträger in hohen Ausbeuten zu den 1,2-Diolen oxidiert (siehe Schema). Der Katalysator kann leicht zurückgewonnen werden und ist über mindestens zehn Zyklen aktiv.
Co-reporter:Yoshihiro Kon, Yoko Usui and Kazuhiko Sato
Chemical Communications 2007(Issue 42) pp:NaN4400-4400
Publication Date(Web):2007/08/20
DOI:10.1039/B708612A
Allylic alcohols are chemoselectively oxidized to α,β-unsaturated carbonyl compounds in high yield with aqueous H2O2 in the presence of Pt black catalyst under organic solvent-free conditions. The catalyst is easily recyclable and effective for at least 7 cycles.
Co-reporter:Masato Kawamura and Kazuhiko Sato
Chemical Communications 2007(Issue 32) pp:NaN3405-3405
Publication Date(Web):2007/06/13
DOI:10.1039/B705640K
Magnetic nanoparticle (MNP)-supported crown ethers were successfully prepared and evaluated as catalysts for solid–liquid phase-transfer reactions; the catalytic activities of the MNP-supported crown ethers were not inferior to those of non-supported crown ethers; after the reactions, the catalysts could be readily separated using an external magnet and reused without significant loss of catalytic efficiency.