Publications

2021


(63) コバルトやニッケル触媒を用いた有機(擬)ハロゲン化物の還元的化学変換 

米山公啓*

J. Synth. Org. Chem. Jpn.2021, 79, 120–132.

Highlighted in Chem-Station URL

[有機合成化学奨励賞 受賞論文] [Review]

 

(62) N-type Semiconducting Polymers Based on Dicyano Naphthobisthiadiazole: High Electron Mobility with Unfavorable Backbone Twist 

K. Iguchi, T. Mikie, M. Saito, K. Komeyama, T. Seo, Y. Ie,*, and I. Osaka*

Chem. Mater.2021, 33, 2218–2228.

 

 

(61) Bithiazole Dicarboxylate Ester: An Easily Accessible Electron-Deficient Building Unit for π-Conjugated Polymers Enabling Electron Transport

Y. Teshima, M. Saito, T. Mikie, K. Komeyama, and I. Osaka*

Macromolecules2021.

 

 

(60) Visible light-driven Giese reaction with alkyl tosylates catalysed by nucleophilic cobalt 

Kimihiro Komeyama,* Takuya Michiyuki, Kazuhiro Teshima, Itaru Osaka

RSC Adv., 2021, 11, 3539–3546. Accepted (2021-1-11).

DOI: 10.1039/d0ra10739e

[Open Access] 

2020


(59) Dithiazolylthienothiophene Bisimide-Based π-Conjugated Polymers: Improved Synthesis and Application to Organic Photovoltaics as P-Type Semiconductor 

Itaru Osaka,Yoshikazu Teshima, Masahiko Saito, Tsubasa Mikie, Kimihiro Komeyama, Hiroto Yoshida

Bull. Chem. Soc. Jpn., 2020, 93, 561–567.

DOI: 10.1246/bcsj.20200016

 

(58Recent advances in four-coordinated planar cobalt catalysis in organic synthesis 

Takuya Michiyuki, Kimihiro Komeyama*

Asian J. Org. Chem., 2020, 9, 343–358. Special issue on "Earth-Abundant Metals in Catalysis"

DOI: 10.1002/ajoc.201900625

[Review] [Open Access]

Recipient of the Wiley "Top Downloaded Paper Award 2018-2019"  at 2020/04/30

 

(57) Reductive amidation of alkyl tosylates with isocyanates by Ni/Co-dual catalytic system

Takuya Michiyuki, Itaru Osaka, Kimihiro Komeyama* 

Chem. Commun.2020, 56, 1247-1250.

DOI: 10.1039/C9CC09377J

2019


(56) Nickel/Cobalt-catalyzed C(sp3)-C(sp3) cross-coupling of alkyl halides with alkyl tosylates

Kimihiro Komeyama,* Takuya Michiyuki, Itaru Osaka

ACS Catal.2019, 9, 9285–9291. 

DOI: 10.1021/acscatal.9b03352

The most downloaded articles in September 2019.

Top 20 most downloaded articles for previous 12 months.

Highlighted in Organic Chemistry Portal by Douglass F. Taber

 

(55) Ni/Co-catalyzed homo-coupling of alkyl tosylates

Kimihiro Komeyama,* Ryusuke Tsunemitsu, Takuya Michiyuki, Hiroto Yoshida, Itaru Osaka

Molecules201924, 1458

DOI: 10.3390/molecules24081458

This is an invited paper to the special issue on the subject of "Nickel complexes for Catalysis ". 

Open Access

 

(54) Dithiazolylthienothiophene bisimide: a novel electron-deficient building unit for N-type semiconducting polymers

Yoshikazu Teshima, Masahiko Saito, Tomohiro Fukuhara, Tsubasa Mikie, Kimihiro Komeyama, Hiroto Yoshida, Hideo Ohkita, Itaru Osaka*

ACS Appl. Mater. Interfaces2019, 11, 23410–23416.

DOI: 10.1021/acsami.9b05361.

 

2018


(53) Nickel and nucleophilic cobalt-catalyzed trideuteriomethylation of aryl halides using trideuteriomethyl p-toluenesulfonate

Kimihiro Komeyama,* Yuta Yamahata, Itaru Osaka

Org. Lett., 2018, 20, 4375–4378.

DOI: 10.1021/acs.orglett.8b01863. 

 

(52) Three-component coupling of aryl iodides, allenes, and aldehydes catalyzed by a Co/Cr-hybrid catalyst

Kimihiro Komeyama,* Shunsuke Sakiyama, Kento Iwashita, Itaru Osaka, Ken Takaki

Beilstein J. Org. Chem., 2018, 14, 1413–1420.

DOI: 10.3762/bjoc.14.118Open Access

This is an invited paper to the thematic issue on the subject of " Cobalt catalysis ".

 

(51) Nickel-catalyzed reductive bis-allylation of alkynes

Kimihiro Komeyama,* Yuta Yamahata, Itaru Osaka

Org. Lett., 2018, 20, 1457–1460.

DOI: 10.1021/acs.orglett.8b00235.

 

(50) 光によるセリウム-酸素結合の均一開裂

米山公啓*

Organometallic News20183, 105. url

[Commentary]

 

2017


(49) Highly nucleophilic vitamin B12-assisted nickel-catalysed reductive coupling of aryl halides and non-activated alkyl tosylates

Kimihiro Komeyama,* Ryo Ohata, Shinnosuke Kiguchi, Itaru Osaka

Chem. Commun., 201753, 6401–6404.

DOI: 10.1039/C7CC01932GSelected as a back cover picture. 


 

(48) NHC-catalyzed cleavage of vicuna diketones and triketones followed by insertion of enones and ynones

Ken Takaki,* Hino Makoto, Akira Ohno, Kimihiro Komeyama, Hiroto Yoshida, Hiroshi Fukuoka

Beilstein J. Org, Chem., 2017, 13, 1816–1822.

DOI: 10.3762/bjoc.13.176

 

(47) Effects of branching position of alkyl side chains on ordering structure and charge transport property in thienothiophenedione- and quinacridone-based semiconducting polymers

Tsubasa Mikie, Kabuki Kawashima, Kimihiro Komeyama, Hiroto Yoshida, Itaru Osaka

Chem. Lett., 2017, 46, 1193–1196.

DOI: 10.1246/cl.170445.

2016


(46) The drastic effect of cobalt and chromium catalysts in the borylation of arylzinc reagents

Kimihiro Komeyama,* Shinnosuke Kiguchi, Ken Takaki

Chem. Commun., 2016, 52, 7009–7012.

DOI: 10.1039/C6CC03086FOpen Access

 

(45) Practical stannylation of allyl acetates catalyzed by Nickel with Bu3SnOMe

Kimihiro Komeyama,* Yuuhei Itai, Ken Takaki

Chem. Eur. J., 2016, 22, 9130–9134.

DOI: 10.1002/chem.201601515Selected as a hot paper.

 

2015

 

(44) A Sn atom-economical approach toward arylstannanes: Ni-catalyzed stannylation of aryl halides using Bu3SnOMe

Kimihiro Komeyama,* Ryota Asakura, Ken Takaki

Org. Biomol. Chem., 2015, 13, 8713–8716.

DOI: 10.1039/C5OB01096AOpen Access

 

(43) Cobalt-catalyzed intermolecular stereoselective bisbenzylation of alkynes

Kimihiro Komeyama,* Ryota Asakura, Hiroshi Fukuoka, Ken Takaki

Tetrahedron Lett., 2015, 56, 1735–1737.

DOI: 10.1016/j.tetlet.2015.02.101.

 

(42) Convenient synthesis of 2-amino-4H-chromenes from photochemically generated o-quinone methods and malononitrile

Makoto Fujihara, Masanori Sakamoto, Kimihiro Komeyama, Hiroto Yoshida, Ken Takaki*

J. Heterocyc. Chem., 2015, 52, 59–66.

DOI: 10.1002/jhet.1964.

 

(41) 鉄とビスマス錯体を活用した炭素-炭素および炭素-ヘテロ原子結合形成反応

米山公啓*、高木謙*

有機合成化学協会誌201573, 14–28.

DOI: 10.5059/yukigoseikyokaishi.73.14

 

2014

 

(40) N-Heterocyclic carbene-catalyzed double acylation of enones with Benzils

Ken Takaki,* Akira Ohno, Makoto, Hino, Takashi Shitaoka, Kimihiro Komeyama, Hiroto Yoshida

Chem. Commun., 2014, 50, 12285–12288.

DOI: 10.1039/c4cc05436a.

 

(39) Cobalt-catalyzed formal [4+2] cycloaddition of α,α’-dichloro-ortho-xylenes with alkynes

Kimihiro Komeyama,* Yuji Okamoto, Ken Takaki

Angew. Chem. Int. Ed., 2014, 53, 11325–11328.

DOI: 10.1002/anie.201406807.

 

(38) Scope and limitation for FeSO4-mediated direct arylation of heteroarenes with arylboronic acids and its synthetic applications

Kimihiro Komeyama,* Yuya Nagao, Manabu Abe, Ken Takaki*

Bull. Chem. Soc. Jpn., 2014, 87, 301–313.

DOI: 10.1246/bcsj.20130166.

 

2013

 

(37) Cobalt-catalyzed annulation of aryl iodides with alkynes

Kimihiro Komeyama,* Tetsuya Kashihara, Ken Takaki*

Tetrahedron Lett., 2013, 54, 5659–5662.

DOI: 10.1016/j.tetlet.2013.07.133.

 

(36) FeSO4-promoted direct arylation of benzoquinone with ArB(OH)2 or ArBF3K

Kimihiro Komeyama,* Tetsuya Kashihara, Ken Takaki*

Tetrahedron Lett., 2013, 54, 1084–1086.

DOI: 10.1016/j.tetlet.2012.12.031.

 

2012

 

(35) Borderline metal-catalyzed carboarylation of alkynylarenes using N,O-acetals

Kimihiro Komeyama,* Takahiro Yamada, Ryoichi Igawa, Ken Takaki*

Chem. Commun., 2012, 48, 6372-6374.

DOI: 10.1039/c2cc32715e.

 

(34) Hetero-Diels-Alder reaction of photochemically generated alpha-hydroxy-ortho-quinodimethanes with trifluoromethyl ketones

Ken Takaki,* Toshifumi Fujii, Housei Yonemitsu, Makoto Fujiwara, Kimihiro Komeyama, Hiroto Yoshida

Tetrahedron. Lett., 2012, 53, 3974–3976.

DOI: 10.1016/j.tetlet.2012.05.082.

 

(33) 鉄ルイス酸触媒を用いる炭素–炭素多重結合の官能基化

米山公啓*、高木謙

ファインケミカル201241, 32–39. url

[Review]

 

(32) ボーダーライン金属触媒を用いた有機合成

米山公啓*、高木謙

化学と工業201265, 682. url

[Commentary] 

 

(31) ボーダーライン金属触媒を活用する有機合成

米山公啓*、高木謙

触媒201254, 251. url

[Review] 

 

2011

 

(30) Direct synthesis of highly substituted furans from acyloins and active methylene compounds catalyzed by bismuth triflate

Kimihiro Komeyama,* Yuki, Ohama, Ken Takaki*

Chem. Lett., 2011, 40, 1103–1104.

DOI: 10.1246/cl.2011.1103

 

(29) FeCl3-mediated chalcogenation of phenols

Kimihiro Komeyama,* Kiyoto Aihara, Tetsuya Kashihara, Ken Takaki*

Chem. Lett., 2011, 40, 1254–1256.

DOI:  10.1246/cl.2011.1254.

 

(28) NHC-catalyzed reaction of enals with unactivated enones: substituent effect on the formation of 1:1 and 1:2 adducts

Ken Takaki,* Kousuke Okinaga, Kimihiro Komeyama

RCS Adv., 2011, 1, 1799–1807.

DOI:  10.1039/c1ra00482d.

 

(27) Direct synthesis of highly substituted furans from acyloins and active methylene compounds catalyzed by bismuth triflate

Kimihiro Komeyama,* Yuuki Ohama, Ken Takaki*

Chem. Lett., 2011, 40, 1103–1104.

DOI:  10.1246/cl.2011.1103.

 

(26) Tandem ene-reaction/hydroamination of amino-olefin and -allene compounds catalyzed by Bi(OTf)3

Kimihiro Komeyama,* Yuusuke Kouya, Yuuki Ohama, Ken Takaki*

Chem. Commun., 2011, 47, 5031–5033.

DOI: 10.1039/C0CC05258B.

 

(25) Highly diastereoselective Csp2-Csp3 Fe-mediated cross-coupling between aryl Grignard reagents and cyclic iodohydrine derivatives

Andreas K. Steib, Tobias Thaler, Kimihiro Komeyama, Peter Mayer, Paul Knochel*

Angew. Chem. Int. Ed., 2011, 50, 3303–3307.

DOI: 10.1002/anie.201007187Highlighted in Synfacts 2011, 652. DOI: 10.1055/s-0030-1260394.

 

(24) LMU(Knochel研)での研究生活

米山公啓*

Organometallic News2011, (1), 19–20. url

[Commentary] 

 

2010

 

(23) Cationic iron-catalyzed intramolecular alkyne-hydroarylation with electron-deficient arenes

Kimihiro Komeyama,* Ryoishi Igawa, Ken Takaki*

Chem. Commun., 2010, 46, 1748–1750.

DOI: 10.1039/b920695g.

 

(22) Hydrophosphination of propargylic ether with diphenylphosphine in the presence of LiHMDS, N-heterocyclic carbene, and Ti(NMe2)4 

Ryosuke Sakae, Yuta Yamamoto, Kimihiro Komeyama, Ken Takaki*

Chem. Lett., 2010, 39, 276–277.

DOI: 10.1246/cl.2010.276.

 

(21) Intramolecular alkynylcyclopropanation of olefins catalyzed by Bi(OTf)3: Stereoselective synthesis of 1-alkynyl-3-azabicyclo[3.1.0]hexanes

Kimihiro Komeyama,* Natsuko Saigo, Motoyoshi Miyagi, Ken Takaki* 

Angew. Chem. Int. Ed., 2009, 48, 9875–9878.

DOI: 10.1002/anie.200904610Highlighted in Synfacts 2010, 329. DOI  10.1055/s-0029-1219330.

 

(20) 第三のルイス酸を活用した有機合成反応

米山公啓*

化学と工業201063, 904. url

[Commentary]

 

(19) 芳香環C-H結合の新たな活性化法 〜脱着可能な配向基を活用したボロン酸基の多様化〜

“Easy Attachable and Detachable ortho-Directing Agent for Arylboronic Acids in Ruthenium-Catalyzed Aromatic C-H Silylation” written by H. Ihara, M. Suminome(J. Am. Chem. Soc., 2009, 131, 7502)

米山公啓*

化学200964, 69–70.

[Commentary]

 

2009

 

(18) Catalytic cyclization of alkenyl N,O-acetals by Fe(OTf)3

Kimihiro Komeyama,* Ryoichi Igawa, Takayuki Morimoto, Ken Takaki* 

Chem. Lett., 2009, 38, 724–725.

DOI: 10.1246/cl.2009.724.

 

(17) Direct approach to multi-substituted pyrroles from propargyl amine and 1,3-diketone or beta-keto ester using Bi(OTf)3

Kimihiro Komeyama,* Motoyoshi Miyagi, Ken Takaki* 

Chem. Lett., 2009, 38, 224–225.

DOI: 10.1246/cl.2009.224.

 

2008

 

(16) Bismuth-catalyzed intramolecular carbo-oxycarbonylation of 3-alkynyl esters

Kimihiro Komeyama,* Keita Takahashi, Ken Takaki* 

Org. Lett., 2008, 10, 5119–5122.

DOI: 10.1021/ol8019567Highlighted in J. Synth. Org. Chem. Jpn.

 

(15) Bismuth-catalyzed cyclization of amino-1,6-enynes

Kimihiro Komeyama,* Motoyoshi Miyagi, Ken Takaki* 

Heteroatom Chem., 2008, 19, 644–648.

DOI: 10.1002/hc.20490.

 

(14) Bismuth-catalyzed intramolecular hydro-oxycarbonylation of alkynes

Kimihiro Komeyama,* Keita Takahashi, Ken Takaki* 

Chem. Lett., 2008, 37, 602–603.

DOI: 10.1246/cl.2008.602

 

2007

 

(13) Cationic iron-catalyzed addition of carboxylic acids to olefins

Kimihiro Komeyama,* Yasuhiro Mieno, Syotaro, Yukawa, Takayuki Morimoto, Ken Takaki,* 
Chem. Lett., 2007, 36, 752–753.

DOI: 10.1246/cl.2007.752

 

(12) Cationic iron-catalyzed intramolecular hydroalkoxylation of unactivated Olefins

Kimihiro Komeyama,* Takayuki Morimoto, Yuushou Nakayama, Ken Takaki* 

Tetrahedron Lett., 2007, 48, 3259–3261.

DOI: 10.1016/j.tetlet.2007.03.004

 

2006

 

(11) A simple and efficient iron-catalyzed intramolecular hydroamination of unactivated olefins

Kimihiro Komeyama,* Takayuki Morimoto, Ken Takaki*

Angew. Chem. Int. Ed., 2006, 45, 2938–2941.

DOI: 10.1002/anie.200503789Highlighted in Synfacts, 2006, 1105.  DOI: 10.1055/s-2006-949419.

 

(10) Ytterbium-catalyzed dual intermolecular hydrophosphination: Synthesis of bis(phosphinyl)dienes and bisalkenyl phosphine oxides

Kimihiro Komeyama, Daisuke Kobayashi, Yuta Yamamoto, Katsuomi Takehira, Ken Takaki*

Tetrahedron, 2006, 62 , 2511–2519.

DOI: 10.1016/j.tet.2005.12.049.

 

(9) Ti(NMe2)4-catalyzed Markovnikov hydroamination of alkynes in the presence of N-heterocyclic carbenes and LiN(SiMe3)2, Ken Takaki,* Sadayuki Koizumi, Yuta, Yamamoto, Kimihiro Komeyama 

Tetrahedron Lett., 2006, 47, 7335–7337.

DOI: 10.1016/j.tetlet.2006.08.042

 

(8) Hydrophosphination of alkynes and related reactions catalyzed by rare-earth amides

Ken Takaki,* Kimihiro Komeyama, Daisuke Kobayashi, Tomonori Kawabata, Katsuomi Takehira

J. Alloy. Comp., 2006, 408–412, 432–436.

DOI: 10.1016/j.jallcom.2004.11.088.

 

2005

 

(7) Rare-earth silylamide-catalyzed monocoupling reaction of isocyanides with terminal alkynes

Kimihiro Komeyama, Daisuke Sasayama, Tomonori Kawabata, Katsuomi Takehira, Ken Takaki*

J. Org. Chem., 2005, 70, 10679–10687.

DOI: 10.1021/jo051193h.

 

(6) Rare-earth silylamide-catalyzed selective dimerization of terminal alkynes and subsequent hydrophosphination in one pot

Kimihiro Komeyama, Tomonori Kawabata, Katsuomi Takehira, Ken Takaki*

J. Org. Chem., 2005, 70, 7260–7266.

DOI: 10.1021/jo0509206

 

(5) Direct mono-insertion of isocyanides terminal alkynes catalyzed by rare-earth silylamide

Kimihiro Komeyama, Daisuke Sasayama, Tomonori Kawabata, Katsuomi Takehira, Ken Takaki*

Chem. Commun., 2005, 634–636.

DOI:   10.1039/b414302g.

 

2004

 

(4) Photocatalytic oxidation of alkanes with dioxygen by visible light and copper(II) and iron(III) chlorides: Preference oxidation of alkanes over alcohols and ketones

Ken Takaki,* Jun Yamamoto, Kimihiro Komeyama, Tomonori Kawabata, Katsuomi Takehira

Bull. Chem. Soc. Jpn., 2004, 77, 2251–2255.

DOI: 10.1246/bcsj.77.2251.

 

(3) Novel regio- and stereoselective dimerization of terminal alkynes catalyzed by rare-earth silylamide

Kimihiro Komeyama, Katsuomi Takehira, Ken Takaki*

Synthesis, 2004, 1062–1066.

DOI: 10.1055/s-2004-822314.

 

2003

 

(2) Intermolecular hydrophosphination of alkynes and related carbon-carbon multiple bonds catalyzed organoytterbiums

Ken Takaki,* Go Koshoji, Kimihiro Komeyama, Mitushiro Takeda, Tetsuya Shishido, Akira Kitani, Katsuomi Takehira

J. Org. Chem., 2003, 68, 6554–6565.

DOI:   10.1021/jo030163g.

 

(1) Synthesis of lanthanide(II)-imine complexes and their use in carbon-carbon and carbon-nitrogen unsaturated bond transformation

Ken Takaki,* Kimihiro Komeyama, Katsuomi Takehira

Tetrahedron2003, 59, 10381–10395.

DOI:   10.1016/j.tet.2003.06.003.