Viewed: 14:42:51 in December 16, 2019

A Neutral Geminal Tin/Phosphorus Frustrated Lewis Pair (Holtkamp, Philipp; Friedrich, Felix; Stratmann, Erik; Mix, Andreas; Neumann, Beate; Stammler, Hans-Georg; Mitzel, Norbert W.)
Angew. Chem. Int. Ed. 2019, 58 (15), 5114−5118.

Keywords: frustrated Lewis pair; hard soft acid base (HSAB); Sn; P; CO₂; CS₂; SO₂

スズ−リン系フラストレイティド・ルイスペア(FLP)の合成と構造、反応性に関する論文のようです。スズ原子がルイス酸サイトでペンタフルオロエチル基をくっつけてルイス酸性を強化しています。一方のルイス塩基サイトはリン原子。合成はスズ塩化物とホスフィノ基が結合したメチルリチウムから。

このFLP化合物、スズ原子もリン原子もHSAB則に従えばそれぞれソフトなルイス酸、ソフトなルイス塩基となります。で、その反応性ですが、二酸化炭素やその類縁化合物との反応を検討していて、結果対応する環状の付加体が生成しています。両性イオン的な反応を示す、ということですね。下の図の生成物、スズ原子やリン原子周りの電荷がよくわからない(読みたい論文に追加した最大の理由がこれ)のでプラスとかマイナスとかは省いています。

ところでSupporting informationを眺めていると、FLP化合物とPhNCOの反応生成物の¹³C{¹H} NMRのシグナルに気になるところがありました。下の図の赤いところのシグナルがsigletなんですよね。リン原子と結合しているし、他の反応生成物のはdoubletなのですが。X線構造解析もちゃんとされている化合物なのに、不思議です。

 

Grob反応 [Doi 1]
硫黄を含む生体物質(特にオキシトシン、バソプレッシン)の構造決定と全合成
(Vincent du Vigneaud)
「クラウン」発売(トヨタ自動車)
「ブルーバード」の源流「ダットサン・110」発売(日産自動車)
株式会社デイリースポーツ社設立
「サンケイスポーツ」創刊
ラジオ東京テレビ(TBSテレビ)開局
栄電社(エディオン)設立
ぺんてるくれよん発売(大日本文具)
紫雲丸事故
広辞苑初版発行(岩波書店)
ヘレン・ケラー来日
一円硬貨発行開始
日本住宅公団(都市再生機構)設立
墨田区花火問屋爆発事故
日本カーリット工場爆発事故
「りぼん」創刊(集英社)
初のトランジスタラジオ発売(東京通信工業=ソニー)
ベンザ発売(武田薬品工業)
日本が関税および貿易に関する一般協定(GATT)に正式加盟
「スズライト」発売(鈴木自動車工業)
料金前納式の公衆電話機を発売(日本電信電話公社=NTT)
高度経済成長の始期

 

ここの画像を使用しています。

空中スズメ。

 

Just finished the calculations: chlorobis(pentafluorophenyl)borane https://t.co/pSAYISPoQr pic.twitter.com/msCiSugPsx

— nanoniele (@nanoniele) April 3, 2019

 

　

[J. Polym. Sci. Part A: Polym. Chem. 20190401225045, 2019, 9−1024]
Recyclable helical poly(phenylacetylene)-supported catalyst for asymmetric aldol reaction in aqueous media
(Zhang, Chunhong; Qiu, Yuan; Bo, Siyuan; Wang, Fuqingyun; Wang, Yudan; Liu, Lijia; Zhou, Yanli; Niu, Haijun; Dong, Hongxing; Satoh, Toshifumi)
Tag: as, ee, 108-94-1, C, M

[J. Polym. Sci. Part A: Polym. Chem. 20190401225121, 2019, 9−989]
Tetradentate schiff base ligand/MCln initiating systems for the controlled cationic polymerization of isobutyl vinyl ether: Effects of the ligand framework
(Kigoshi, Sensho; Kanazawa, Arihiro; Kanaoka, Shokyoku; Aoshima, Sadahito)
Tag: CP, IBVE, Cat, i-Bu, iBu, VE, SB, C, MWD

[Chem. Eur. J. 20190401225523, 2019, 19−5071]
Chemoenzymatic Cascade Synthesis of Optically Pure Alkanoic Acids by Using Engineered Arylmalonate Decarboxylase Variants
(Enoki, Junichi; M�gge, Carolin; Tischler, Dirk; Miyamoto, Kenji; Kourist, Robert)
Tag: Cat, Cys, C, as, DB

[Chem. Eur. J. 20190401225725, 2019, 19−4984]
Hydration of Polycationic [5]Radialene with Quintuple 1,3-Dithiol-2-ylidenes Leads to a New Class of Ï?-Extended Tetrathiafulvalene Scaffold
(Ueda, Masafumi; Tahara, Akimi; Hasegawa, Masashi; Shirahata, Takashi; Mazaki, Yasuhiro; Misaki, Yohji)
Tag: DPV, CV, CV, TTF, ES, O, e-

[Chem. Eur. J. 20190401225733, 2019, 19−4974]
Intramolecular Energy Transfer in Dithienogermole Derivatives
(Adachi, Yohei; Nomura, Takanori; Ohshita, Joji)
Tag: TP, FL, Alk, em, TPH, ET, ABS, DTG, Pyr, Py, Ph, Ar, IET

[Chem. Eur. J. 2019040122586, 2019, 19−4946]
Synthesis of Functionalized Ketones from Acid Chlorides and Organolithiums by Extremely Fast Micromixing
(Nagaki, Aiichiro; Sasatsuki, Kengo; Ishiuchi, Satoshi; Miuchi, Nobuyuki; Takumi, Masahiro; Yoshida, Jun-ichi)
Tag: E, FG, El

[Chem. Eur. J. 2019040123006, 2019, 18−4843]
Biomolecule-Assisted Synthesis of Hierarchical Multilayered Boehmite and Alumina Nanosheets for Enhanced Molybdenum Adsorption
(Saptiama, Indra; Kaneti, Yusuf Valentino; Yuliarto, Brian; Kumada, Hiroaki; Tsuchiya, Kunihiko; Fujita, Yoshitaka; Malgras, Victor; Fukumitsu, Nobuyoshi; Sakae, Takeji; Hatano, Kentaro; Ariga, Katsuhiko; Sugahara, Yoshiyuki; Yamauchi, Yusuke)
Tag: NS, Mo

[Chem. Eur. J. 20190401230357, 2019, 18−4654]
Iridium(I)-Catalyzed C−H Borylation in Air by Using Mechanochemistry
(Pang, Yadong; Ishiyama, Tatsuo; Kubota, Koji; Ito, Hajime)
Tag: MC, CHB, Cat, IND, CC, Ar

[Chem. Eur. J. 20190401230411, 2019, 18−4648]
All Non-Carbon B3NO2 Exotic Heterocycles: Synthesis, Dynamics, and Catalysis
(Opie, Christopher R.; Noda, Hidetoshi; Shibasaki, Masakatsu; Kumagai, Naoya)
Tag: B, Cat, pmd, C, Het, COOH, NH2, FG, C

[Chem. Asian J. 20190401230610, 2019, 7−1021]
Glycopolymers Mimicking GM1 Gangliosides: Cooperativity of Galactose and Neuraminic Acid for Cholera Toxin Recognition
(Terada, Yuhei; Hoshino, Yu; Miura, Yoshiko)
Tag: Au, SPR, CTB, SP, SPRi, Gal, Neu

[Chem. Asian J. 20190401230713, 2019, 7−968]
5,20-Bis(ethoxycarbonyl)-Substituted Antiaromatic [28]Hexaphyrin and Its Bis-NiII and Bis-CuII Complexes
(Nakai, Akito; Kim, Jinseok; Kim, Dongho; Osuka, Atsuhiro)
Tag: Et, N, PY

[Chem. Asian J. 20190401230718, 2019, 7−963]
Preferential Face-on and Edge-on Orientation of Thiophene Oligomers by Rational Molecular Design
(Ghosh, Tanwistha; Nagasawa, Shinji; Raveendran, Neethi; Darshan, Vibhu; Saeki, Akinori; Nair, Vijayakumar C.)
Tag: AF, Ra, TP, D-A, TPH, XR, GI, A-D-A, SA, TMAFM, XRD, AFM, Oct

[ChemBioChem 20190401230941, 2019, 7−900]
A Covalent Inhibitor for Glutathione S-Transferase Pi (GSTP1-1) in Human Cells
(Shishido, Yuko; Tomoike, Fumiaki; Kuwata, Keiko; Fujikawa, Haruka; Sekido, Yoshitaka; Murakami-Tonami, Yuko; Kameda, Tomoshi; Abe, Naoko; Kimura, Yasuaki; Shuto, Satoshi; Abe, Hiroshi)
Tag: GST, MOA

[ACS Omega 2019040123114, 2019, 3−5879]
Chemical Systems Involving Two Competitive Self-Catalytic Reactions
(Sawato, Tsukasa; Saito, Nozomi; Yamaguchi, Masahiko)
Tag: Cat

[ACS Omega 20190401231225, 2019, 3−5944]
In Situ Probing of Photoinduced Hydrophilicity on Titania Surface Using Dye Molecules
(Nishikiori, Hiromasa; Tagami, Kotaro; Matsunaga, Shingo; Teshima, Katsuya)
Tag: Pr, SCD

[Org. Chem. Front. 20190401231530, 2019, 7−1032]
Synthesis of a sumanenyl hafnocene complex
(Amaya, Toru; Katoh, Shun; Moriuchi, Toshiyuki; Hirao, Toshikazu)
Tag: Cat, 300-57-2

[Org. Chem. Front. 20190401231611, 2019, 7−1002]
Rotational isomerism of the amide units in rotaxanes based on a cyclic tetraamide and secondary ammonium ions
(Okuma, Yukari; Tsukamoto, Toshihiro; Inagaki, Takayuki; Miyagawa, Shinobu; Kimura, Masaki; Naito, Masaya; Takaya, Hikaru; Kawasaki, Tsuneomi; Tokunaga, Yuji)
Tag: IHB, H, am, HB, HB

[Sustainable Energy Fuels 2019040123312, 2019, 4−956]
Desorption reaction in MgH2 studied with in situ �+SR
(Sugiyama, Jun; Umegaki, Izumi; Matsumoto, Mitsuru; Miwa, Kazutoshi; Nozaki, Hiroshi; Higuchi, Yuki; Noritake, Tatsuo; Forslund, Ola K.; M�nsson, Martin; Cottrell, Stephen P.; Koda, Akihiro; Ansaldo, Eduardo J.; Brewer, Jess H.)
Tag: H

[Mater. Chem. Front. 20190401233715, 2019, 4−563]
4,5-Diaminophthalimides: highly efficient solid-state fluorophores and turn-on type fluorescent probes for hydrazine
(Shimizu, Masaki; Tamagawa, Tomokazu; Nishimura, Kenta)
Tag: CT, QY, em, SS, PhMe, PMMA, ABS, 85-41-6, 302-01-2, DFT, TolH, e-, TF, ICT

[RSC Adv. 20190401234432, 2019, 17−9565]
Protection of silver and gold LSPR biosensors in corrosive NaCl environment by short alkanethiol molecules; characterized by extinction spectrum, helium ion microscopy and SERS
(Haraguchi, Hazuki; Frese, Natalie; G�lzh�user, Armin; Takei, Hiroyuki)
Tag: Ag, He, NS, SERS, Ra, 109-79-5, Au, SPR, ML, SP, HIM, RIU, LSPR, SNS, LSP

[Environ. Sci.: Water Res. Technol. 20190401235150, 2019, 4−737]
ISE-ammonium sensors in WRRFs: field assessment of their influencing factors
(Cecconi, Francesca; Reifsnyder, Samuel; Ito, Yuichi; Jimenez, Margil; Sobhani, Reza; Rosso, Diego)
Tag: ISE, IF, am, ASP

[Biomater. Sci. 2019040123564, 2019, 4−1617]
Synthesis and function of amphiphilic glucan dendrimers as nanocarriers for protein delivery
(Takeda, Shigeo; Nishimura, Tomoki; Umezaki, Kaori; Kubo, Akiko; Yanase, Michiyo; Sawada, Shin-ichi; Sasaki, Yoshihiro; Akiyoshi, Kazunari)