Viewed: 13:39:54 in February 27, 2020

[J. Am. Chem. Soc. 2019, 141 (8), 3664−3669] Reductive Coupling between Aromatic Aldehydes and Ketones or Imines by Copper Catalysis (Takeda, Mitsutaka; Mitsui, Atsuhisa; Nagao, Kazunori; Ohmiya, Hirohisa)

Keywords: Cu; NHC; BPin; PhMe2SiBPin

銅触媒下でのケトンとアルデヒドのピナコールカップリングについて報告しているようです。ケトンの代わりにイミンを使うことによってアミノアルコールを合成することもできるのだとか。このテの反応は還元剤を必要とするのですがどれかなあとしばらく考えましたが、この記事の表題の化合物がそれでした。

このピナコールカップリング、ホモカップリング物の副生をうまく抑えたのが売りのようです。ホモカップリングの他、アルドール縮合も、ですね。

反応機構について詳しく知りたいので、読みたい論文に追加です。鍵となる反応中間体は下のようなもののようです。アルデヒドに対し優先的に(or アルデヒドに対してのみ)反応して、ケトンと反応していく、ということでしょうか。

 

ここの画像を使用しています。

うちの庭を通り抜ける3匹の黒猫の中の1匹。朝青龍よりスリム。

 

　

[J. Phys. Chem. C 20190301110323, 2019, 8−4773]
Dependence of Absorption and Emission Spectra on Polymorphs of Gold(I) Isocyanide Complexes: Theoretical Study with QM/MM Approach
(Aono, Shinji; Seki, Tomohiro; Ito, Hajime; Sakaki, Shigeyoshi)
Tag: LE, MM, SCF, LLCT, CT, em, GS, RISM, SCSC, ABS, QM, CTS, SC

[J. Phys. Chem. C 20190301110554, 2019, 8−4938]
Ab Initio Molecular Dynamics Study of Carbonation and Hydrolysis Reactions on Cleaved Quartz (001) Surface
(Jia, Jihui; Liang, Yunfeng; Tsuji, Takeshi; Miranda, Caetano R.; Masuda, Yoshihiro; Matsuoka, Toshifumi)
Tag: CT, em, AIMD, MDS, MD, ELF, ABMD, OTS, e-

[J. Phys. Chem. C 20190301110830, 2019, 8−5061]
Polychromatic Photoluminescence of Polymorph Boron Dipyrromethene Crystals and Heterostructures
(Asaithambi, Aswin; Okada, Daichi; Prinz, G�nther; Sato, Hiroyasu; Saeki, Akinori; Nakamura, Takashi; Nabeshima, Tatsuya; Yamamoto, Yohei; Lorke, Axel)
Tag: UMO, BDP, photocond, B, FL, FM, TR, TRMC, PL, em, MO, MR, VL

[J. Phys. Chem. B 20190301111130, 2019, 8−1780]
Structural Modification of DNA Studied by Scanning Tunneling Microscopy
(Terasaki, Kohei; Yokoyama, Takashi)
Tag: ss, SPM, DNA, ds, STM, STM

[J. Phys. Chem. B 20190301111310, 2019, 8−1847]
Vibrational Cooling in Oligomeric Viologens of Different Sizes and Topologies
(Liu, Mengdi; Kawauchi, Takehiro; Iyoda, Tomokazu; Piotrowiak, Piotr)
Tag: PP, IF, GS, MDS, ABS, MD, COI, Me, e-

[J. Med. Chem. 20190301111958, 2019, 4−1781]
Optimization of Fused Bicyclic Allosteric SHP2 Inhibitors
(Bagdanoff, Jeffrey; Chen, Zhouliang; Acker, Michael; Chen, Ying-Nan; Chan, Homan; Dore, Michael; Firestone, Brant; Fodor, Michelle; Fortanet, Jorge; Hentemann, Murphy; Kato, Mitsunori; Koenig, Robert; LaBonte, Laura R.; Liu, Shumei; Mohseni, Movarid; Ntaganda, Rukundo; Sarver, Patrick; Smith, Troy; Sendzik, Martin; Stams, Travis; Spence, Stan; Towler, Christopher; Wang, Hongyun; Wang, Ping; Williams, Sarah L.; LaMarche, Matthew J.)
Tag: PTP, MAP, PKG, Y, Tyr, MAPK, MARK

[J. Med. Chem. 2019030111200, 2019, 4−1793]
6-Amino-3-methylpyrimidinones as Potent, Selective, and Orally Efficacious SHP2 Inhibitors
(Sarver, Patrick; Acker, Michael; Bagdanoff, Jeffrey T.; Chen, Zhouliang; Chen, Ying-Nan; Chan, Homan; Firestone, Brant; Fodor, Michelle; Fortanet, Jorge; Hao, Huaixiang; Hentemann, Murphy; Kato, Mitsunori; Koenig, Robert; LaBonte, Laura R.; Liu, Gang; Liu, Shumei; Liu, Chen; McNeill, Eric; Mohseni, Morvarid; Sendzik, Martin; Stams, Travis; Spence, Stan; Tamez, Victoriano; Tichkule, Ritesh; Towler, Christopher; Wang, Hongyun; Wang, Ping; Williams, Sarah L.; Yu, Bing; LaMarche, Matthew J.)
Tag: PTP, Y, Tyr, PCD

[J. Med. Chem. 20190301112153, 2019, 4−1959]
Photoactivatable Prodrug of Doxazolidine Targeting Exosomes
(Tamura, Ryo; Balabanova, Alla; Frakes, Samuel A.; Bargmann, Austin; Grimm, Jan; Koch, Tad H.; Yin, Hang)
Tag: photochem

[J. Med. Chem. 20190301112222, 2019, 4−1989]
Chemical Control of Mammalian Circadian Behavior through Dual Inhibition of Casein Kinase Iα and �
(Lee, Jae Wook; Hirota, Tsuyoshi; Ono, Daisuke; Honma, Sato; Honma, Ken-ichi; Park, Keunwan; Kay, Steve A.)
Tag: PTM, m, CK

[J. Med. Chem. 20190301112314, 2019, 4−2076]
Crown Ethers as Transthyretin Amyloidogenesis Inhibitors
(Yokoyama, Takeshi; Mizuguchi, Mineyuki)
Tag: CE, TTR, M

[J. Med. Chem. 20190301112419, 2019, 4−2154]
Identification and Optimization of Novel Small c-Abl Kinase Activators Using Fragment and HTS Methodologies
(Simpson, Graham; Bertrand, Sophie M.; Borthwick, Jennifer A.; Campobasso, Nino; Chabanet, Julien; Chen, Susan; Coggins, Julia; Cottom, Josh; Christensen, Siegfried B.; Dawson, Helen C.; Evans, Helen L.; Hobbs, Andrew N.; Hong, Xuan; Mangatt, Biju; Munoz-Muriedas, Jordi; Oliff, Allen; Qin, Donghui; Scott-Stevens, Paul; Ward, Paris; Washio, Yoshiaki; Yang, Jingsong; Young, Robert J.)
Tag: HTS, TK, Y, Tyr, HT, C3H3NS, HSC, Abl

[Bull. Chem. Soc. Jpn 20190301112514, 2019, 3−592]
Theoretical Study on Hydrogen-Tritium Exchange Reactions between Several Organic and HTO Molecules: A Multicomponent QM Study
(Ishibashi, Rina; Tachikawa, Masanori; Udagawa, Taro)
Tag: NEB, H, TS, NQE

[Bull. Chem. Soc. Jpn 20190301112530, 2019, 3−585]
Effect of p- or n-Type Semiconductor on CO Sensing Performance of Catalytic Combustion-Type CO Gas Sensor with CeO2-ZrO2-ZnO Based Catalyst
(Rodlamul, Pattaraphon; Tamura, Shinji; Imanaka, Nobuhito)
Tag: Cat, SC, COO, C

[Bull. Chem. Soc. Jpn 20190301112543, 2019, 3−572]
C-Rich Sequence in a Non-Template DNA Strand Regulates Structure Change of G-Quadruplex in a Template Strand during Transcription
(Teng, Ye; Tateishi-Karimata, Hisae; Sugimoto, Naoki)
Tag: NA

[Bull. Chem. Soc. Jpn 20190301112546, 2019, 3−545]
Unified Total Synthesis of Madangamine Alkaloids
(Suto, Takahiro; Yanagita, Yuta; Nagashima, Yoshiyuki; Takikawa, Shinsaku; Kurosu, Yasuhiro; Matsuo, Naoya; Miura, Kazuki; Simizu, Siro; Sato, Takaaki; Chida, Noritaka)
Tag: MKS, Migita-Kosugi-Stille, C3H4, HB

[Bull. Chem. Soc. Jpn 2019030111268, 2019, 3−540]
Reactions between 5-Nitroso-1,3-diphenyltetrazolium Salts and Electron-Rich Arenes, Amines, Thiophenol, Sulfoxides, and Thioanisole
(Matsukawa, Yuta; Hirashita, Tsunehisa; Araki, Shuki)
Tag: TFB, NH2, TPH, PhSMe, e-

[Bull. Chem. Soc. Jpn 20190301112623, 2019, 3−529]
Synthetic Methodologies for Structurally Defined Linked-[n]Rotaxanes with Permethylated Cyclodextrins: Platform for Functionalized Molecular Electronics
(Masai, Hiroshi; Terao, Jun)
Tag: CD, SM, MW

[Bull. Chem. Soc. Jpn 20190301112629, 2019, 3−521]
Indium Oxide/Carbon Nanotube/Reduced Graphene Oxide Ternary Nanocomposite with Enhanced Electrochemical Supercapacitance
(Sengottaiyan, Chinnasamy; Jayavel, Ramasamy; Shrestha, Rekha Goswami; Subramani, Thiyagu; Maji, Subrata; Kim, Jung Ho; Hill, Jonathan P.; Ariga, Katsuhiko; Shrestha, Lok Kumar)
Tag: rGOx, NT, GC, GCE, In, C, EC, ret, Csp, rGO, CNT, GO, e-

[Bull. Chem. Soc. Jpn 20190301112645, 2019, 3−511]
A Two-Step Method for Stable and Impurity-Free Graphene Oxide Dispersion in Various Organic Solvents without a Stabilizer or Chemical Modification
(Hatakeyama, Kazuto; Koinuma, Michio; Shimizu, Yoshiki; Hakuta, Yukiya)
Tag: PVC, GO

[Chem. Lett. 20190301112715, 2019, 3−295]
Arginine Residues Provide a Multivalent Effect for Cellular Uptake of a Hemoprotein Assembly
(Oohora, Koji; Kajihara, Ryota; Jiromaru, Misa; Kitagishi, Hiroaki; Hayashi, Takashi)
Tag: R, Arg

[Chem. Lett. 20190301112747, 2019, 3−288]
Amorphous Na2TiS3 as an Active Material for All-solid-state Sodium Batteries
(Nasu, Akira; Otoyama, Misae; Sakuda, Atsushi; Hayashi, Akitoshi; Tatsumisago, Masahiro)
Tag: SS, Na, TM

[Chem. Lett. 2019030111281, 2019, 3−285]
Post-synthetic Modification of Metal-Organic Framework through Urethane Formation
(Anan, Shizuka; Kokado, Kenta; Sada, Kazuki)
Tag: O, Bu, NH2, MOF, C

[Chem. Lett. 20190301112817, 2019, 3−281]
Copper-catalyzed Regioselective Chloroamination of Alkenes with Chlorotrimethylsilane and N-Fluorobenzenesulfonimide under Microwave-assisted Conditions
(Iwasaki, Masayuki; Xu, Jie; Tani, Yukari; Fu, Liyan; Ikemoto, Yuichi; Ura, Yasuyuki; Nishihara, Yasushi)
Tag: Cu, R, NFSI, NFBS, TMCS, CTMS, TMSCl, FG

[Chem. Lett. 20190301112833, 2019, 3−274]
Direct Formation of Nanofilament Structure of Metallic Silver on Electrode with Combination of Electrochemical and Photographic Techniques
(Okawa, Yusuke; Saito, Shin; Shiba, Fumiyuki)
Tag: Ag, C, EC

[Chem. Lett. 20190301112837, 2019, 3−270]
Fabrication-method Independence of Organic Long-persistent Luminescence Performance
(Jinnai, Kazuya; Nishimura, Naohiro; Kabe, Ryota; Adachi, Chihaya)
Tag: LPL

[Chem. Lett. 20190301112853, 2019, 3−267]
Conjugate Addition of 2-Tributylstannyl-1,3-dithiane to α,�-Unsaturated Ketones by the Combined Use of Cu(OTf)2 and Et3SiOTf
(Kagoshima, Hirotaka; Muraishi, Kazuya; Tsuchida, Shusei; Shiraishi, Tatsuki; Takimoto, Ryuta)
Tag: CA

[Chem. Lett. 2019030111297, 2019, 3−264]
n-Channel Transistor of 1,5-Dibromo-2,6-naphthoquinhydrone
(Sato, Ryonosuke; Yoo, Dongho; Higashino, Toshiki; Mori, Takehiko)
Tag: D-A, HQ, 123-31-9, e-

[Chem. Lett. 20190301112923, 2019, 3−260]
Bis-phosphoric Acid Derived from BINOL Dimer as a Chiral Br�nsted Acid Catalyst for Enantioselective Transformations
(Terada, Masahiro; Gupta, Yogesh; Kikuchi, Jun)
Tag: 107-02-8, Cat, ACR, DA, 2-NpOH, C

[Chem. Lett. 20190301112937, 2019, 3−257]
Synthesis of Phosphole-bridged Porphyrin Dimers
(Higashino, Tomohiro; Nishimura, Issei; Imahori, Hiroshi)
Tag: EC, ABS, Por, e-

[Chem. Lett. 20190301112940, 2019, 3−253]
2-D Self-assembly of Alkyl-substituted Oligophenylene Derivatives at the Liquid/Solid Interface: Influence of Core Size and Hydrogen Bonds on the Nucleation–Elongation Process
(Nishitani, Nobuhiko; Hirose, Takashi; Matsuda, Kenji)
Tag: H, Alk, GFE, STM, HB, SA, Ph, HB

[Chem. Lett. 20190301112953, 2019, 3−249]
Development of a Mixed Halide-chalcogenide Bismuth-based Perovskite MABiI2S with Small Bandgap and Wide Absorption Range
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Tag: Bi, ABS, PCE, P

[Chem. Lett. 20190301113010, 2019, 3−245]
Biodegradable and Biocompatible Crosslinked Film with Trimethylene Carbonate Bearing Oligo(ethylene glycol)
(Nobuoka, Hiroaki; Ajiro, Hiroharu)
Tag: OEG, TMC, M

[Chem. Lett. 20190301113025, 2019, 3−242]
High Power Output of Solid-state Dye-sensitized Solar Cells with Strongly Basic Pyridine Compounds under Low-intensity Illumination
(Tanaka, Yuji; Arai, Ryota; Kanei, Naomichi; Matsuyama, Tsuyoshi; Horiuchi, Tamotsu)
Tag: IP, DSSC, DSC, SS, pyr, HTL, Py, SSC

[Chem. Lett. 20190301113041, 2019, 3−238]
Iron-catalyzed Alkyl–Alkyl Negishi Coupling of Organoaluminum Reagents
(Agata, Ryosuke; Kawamura, Shintaro; Isozaki, Katsuhiro; Nakamura, Masaharu)
Tag: Fe, Negishi, TM, K, Alk, IND, FG, CC, CCR, C

[Chem. Lett. 20190301113111, 2019, 3−230]
Complexation between MOTf (M = Li and Na) and N-Phosphine Oxide-substituted Imidazolylidenes via Coordination of the N-Phosphoryl Groups
(Kinoshita, Takuya; Sakuraba, Mahiro; Hoshimoto, Yoichi; Ogoshi, Sensuke)
Tag: XR, SCXRD, XRD, SC

[Anal. Methods 2019030111456, 2019, 9−1155]
Potentiometric detection of biogenic amines utilizing affinity on a 4-mercaptobenzoic acid monolayer
(Minamiki, Tsukuru; Kurita, Ryoji)
Tag: AR, ML, NH2, SAM, MBA, 4-MBA

[Chem. Commun. 20190301114652, 2019, 19−2769]
Palladium-catalyzed double-bond migration of unsaturated hydrocarbons accelerated by tantalum chloride
(Murai, Masahito; Nishimura, Kengo; Takai, Kazuhiko)
Tag: Pd, C, Al, HC, Ta, DB, FG, USHC, C

[Chem. Commun. 20190301114738, 2019, 19−2749]
Stereogenic cyclic oligonaphthalenes displaying ring size-dependent handedness of circularly polarized luminescence (CPL)
(Nojima, Yuki; Hasegawa, Masashi; Hara, Nobuyuki; Imai, Yoshitane; Mazaki, Yasuhiro)
Tag: CP, CPL

[J. Mater. Chem. C 20190301115445, 2019, 9−2583]
Analysis of the low-temperature restoration process of graphene oxide based on in situ conductivity measurement
(Shinohara, Takuya; Obata, Seiji; Saiki, Koichiro)
Tag: Ra, C, HC, HT, Ea, CVD, GO

[J. Mater. Chem. C 2019030111552, 2019, 9−2577]
Luminescence tuning with excellent colour homogeneity and steadiness using fluorescent molecular liquids
(Lu, Fengniu; Hagiwara, Keita; Yoshizawa, Michito; Nagura, Kazuhiko; Ishihara, Shinsuke; Nakanishi, Takashi)

[J. Mater. Chem. C 2019030111566, 2019, 9−2541]
Absence of delayed fluorescence and triplet–triplet annihilation in organic light emitting diodes with spatially orthogonal bianthracenes
(Pu, Yong-Jin; Satake, Rei; Koyama, Yuki; Otomo, Takahiro; Hayashi, Rika; Haruta, Naoki; Katagiri, Hiroshi; Otsuki, Daisuke; Kim, DaeGwi; Sato, Tohru)
Tag: EQE, ISC, EL, QE, RISC, FL, PL, anth, ANT, AN, O, DF, OLED, LE, Me, TADF, LED

[Mater. Chem. Front. 20190301115934, 2019, 3−420]
Development and reactive oxygen-species scavenging activity of a new chemical hydrogen-generating system, CaMg2-hydroxypropyl cellulose-citric acid, prepared using Laves-phase CaMg2 and its relationship to chemical hardness
(Kobayashi, Shigeki; Chiba, Kazuyoshi; Tomie, Takashi)
Tag: HP, ROS, HPC, ET, H, R, SOD, O, CA, e-

[Nanoscale 20190301120642, 2019, 9−3837]
Ferroelectric mesocrystalline BaTiO3/BaBi4Ti4O15 nanocomposite: formation mechanism, nanostructure, and anomalous ferroelectric response
(Zhang, Wenxiong; Li, Sen; Ma, Hao; Hu, Dengwei; Kong, Xingang; Uemura, Shinobu; Kusunose, Takafumi; Feng, Qi)
Tag: NS, Tc, NC

[Nanoscale 20190301120725, 2019, 9−3804]
A highly durable, stretchable, transparent and conductive carbon nanotube–polymeric acid hybrid film
(Zhou, Ying; Azumi, Reiko; Shimada, Satoru)
Tag: NT, TCF, C, ML, PAA, CNT, RH

[Nanoscale 20190301120756, 2019, 9−3786]
Glowing gold nanoparticle coating: restoring the lost property from bulk gold
(Kawabe, Yukari; Ito, Takashi; Yoshida, Hiroaki; Moriwaki, Hiroshi)
Tag: NP, GNP, AuNP, SILAR, Au, Cat, SPR, SP, pNP, ABS, LSPR, NP, LSP, e-, C

[Chem. Commun. 20190301120922, 2019, 19−2841]
Rapid nickel(ii)-promoted cysteine S-arylation with arylboronic acids
(Hanaya, Kengo; Ohata, Jun; Miller, Mary K.; Mangubat-Medina, Alicia E.; Swierczynski, Michael J.; Yang, David C.; Rosenthal, Reece M.; Popp, Brian V.; Ball, Zachary T.)
Tag: Cys, C, e-

[Nanoscale Horiz. 20190301121140, 2019, 2−526]
Scalable synthesis of holey graphite nanosheets for supercapacitors with high volumetric capacitance
(Wang, Jie; Park, Teahoon; Yi, Jin Woo; Ding, Bing; Henzie, Joel; Chang, Zhi; Dou, Hui; Zhang, Xiaogang; Yamauchi, Yusuke)
Tag: NS, EC

[Nanoscale Horiz. 20190301121338, 2019, 2−445]
The interparticle distance limit for multiple exciton dissociation in PbS quantum dot solid films
(Nakazawa, Naoki; Zhang, Yaohong; Liu, Feng; Ding, Chao; Hori, Kanae; Toyoda, Taro; Yao, Yingfang; Zhou, Yong; Hayase, Shuzi; Wang, Ruixiang; Zou, Zhigang; Shen, Qing)
Tag: AR, TAS, CT, TA, ABS, QD, QDSC

[Nanoscale Horiz. 20190301121348, 2019, 2−434]
Au quantum dots engineered room temperature crystallization and magnetic anisotropy in CoFe2O4 thin films
(Shirsath, Sagar E.; Liu, Xiaoxi; Assadi, M. H. N.; Younis, Adnan; Yasukawa, Yukiko; Karan, Sumanta Kumar; Zhang, Ji; Kim, Jeonghun; Wang, Danyang; Morisako, Akimitsu; Yamauchi, Yusuke; Li, Sean)
Tag: NR, XR, EM, Co, ND, QD, XRD, TEM, MIC, e-, TF