Journal ArticleDOI
Photo-on-Demand Base-Catalyzed Phosgenation Reactions with Chloroform: Synthesis of Arylcarbonate and Halocarbonate Esters.
Yuka Hashimoto,Sasuga Hosokawa,Fengying Liang,Yuto Suzuki,Namin Dai,Gegen Tana,Kazuo Eda,Toshifumi Kakiuchi,Takashi Okazoe,Hidefumi Harada,Akihiko Tsuda +10 more
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In this paper, a photo-on-demand in situ synthesis of carbonate esters with CHCl3 solutions containing a mixture of an aromatic or haloalkyl alcohol having relatively high acidity, and an organic base.Abstract:
Carbonate esters are utilized as solvents and reagents for C1 building blocks in organic synthesis. This study reports a novel photo-on-demand in situ synthesis of carbonate esters with CHCl3 solutions containing a mixture of an aromatic or haloalkyl alcohol having relatively high acidity, and an organic base. We found that the acid-base interaction of the alcohol and base in the CHCl3 solution plays a key role in enabling the photochemical reaction. This reaction allows practical syntheses of diphenyl carbonate derivatives, haloalkyl carbonates, and polycarbonates, which are important chemicals and materials in industry.read more
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Electron in a cube: Synthesis and characterization of perfluorocubane as an electron acceptor
Masafumi Sugiyama,Midori Akiyama,Yuki Yonezawa,Kenji Komaguchi,Masahiro Higashi,Kyoko Nozaki,Takashi Okazoe +6 more
TL;DR: Sugiyama et al. as discussed by the authors reported the synthesis and characterization of perfluorocubane, a stable polyhedral fluorocarbon, which was confirmed using x-ray crystallography and its electron-accepting character was corroborated electrochemically and spectroscopically.
Journal ArticleDOI
Photo-on-Demand Phosgenation Reactions with Chloroform for Selective Syntheses of N-Substituted Ureas and Isocyanates
TL;DR: In this article , two new reaction processes involving the in situ oxidative photochemical conversion of CHCl3 to COCl2 allowed selective synthesis of N-substituted ureas and isocyanates from amines.
Journal ArticleDOI
Photo-on-Demand Conversion of Chloroform to Phosgene Triggered by Cl2 upon Irradiation with Visible Light: Syntheses of Chloroformates, Carbonate Esters, and Isocyanates
TL;DR: Chloroform (CHCl3) upon bubbling with O2 containing ∼2% Cl2 underwent oxidative photochemical conversion to phosgene (COCl2) when exposed to a white LED light as mentioned in this paper .
Journal ArticleDOI
Flow Photo-On-Demand Phosgenation Reactions with Chloroform
Journal ArticleDOI
Photo-On-Demand Synthesis of α-Amino Acid N-Carboxyanhydrides with Chloroform
TL;DR: In this paper , photo-on-demand phosgenation reactions of amino acids with CHCl3 for synthesizing N-carboxyanhydrides (NCAs) were reported.
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Journal ArticleDOI
C2-Symmetric Copper(II) Complexes as Chiral Lewis Acids. Scope and Mechanism of Catalytic Enantioselective Aldol Additions of Enolsilanes to (Benzyloxy)acetaldehyde
David A. Evans,Marisa C. Kozlowski,Jerry A. Murry,Christopher S. Burgey,Kevin R. Campos,and Brian T. Connell,Richard J. Staples +6 more
TL;DR: In this paper, the authors investigated the reaction mechanism utilizing doubly labeled silylketene acetals and showed a significant positive nonlinear effect, proposed to arise from the selective formation of the [Cu((S,S)-Ph-pybox)((R,R)-Ph -pybox)](SbF6)2 2:1 ligand:metal complex, in which chelation of (benzyloxy)acetaldehyde to the metal center to form a square pyramidal copper intermediate accounts for the obser...
Journal ArticleDOI
A Comprehensive Self-Consistent Spectrophotometric Acidity Scale of Neutral Brønsted Acids in Acetonitrile
Agnes Kütt,Ivo Leito,Ivari Kaljurand,Lilli Sooväli,Vladislav M. Vlasov,Lev M. Yagupolskii,Ilmar A. Koppel +6 more
TL;DR: The self-consistent spectrophotometric acidity scale of neutral Brønsted acids in acetonitrile (AN) spanning 24 orders of magnitude of acidities is reported, and the structure-acidity relations are discussed.
Journal ArticleDOI
PH-Metric log P. 4. Comparison of Partition Coefficients Determined by HPLC and Potentiometric Methods to Literature Values
TL;DR: The pKa and log P of 20 compounds, including six substituted phenols, two substituted quinolines, N-methylaniline, five barbiturate derivatives, two phenothiazines, and several other molecules of pharmaceutical interest, were determined by the potentiometric technique at 25 degrees C and ionic strength 0.1 M.
Reference EntryDOI
Organophosphates (chlorpyrifos, diazinon, fenitrothion, fenthion, malathion) [Biomonitoring Methods, 2007]
E. Berger‐Preiss,S. Gerling +1 more
TL;DR: Veroffentlicht in der Reihe Biomonitoring Methods, 11.11.2007, Lieferung, Ausgabe 2007 as discussed by the authors, 11.12.2007