87871-33-8Relevant academic research and scientific papers
Hindered Tetraphenylethylene Helicates: Chiral Fluorophores with Deep-Blue Emission, Multiple-Color CPL, and Chiral Recognition Ability
Du, Cong,Hu, Ming,Liu, Minghua,Wang, Weizhou,Ye, Feng-Ying,Yu, Wei,Zheng, Yan-Song
, (2022/01/06)
New hindered tetraphenylethylene (TPE) helicates with substitution at 2,6-position of phenyl rings were designed and synthesized. Due to the increased hindrance, the TPE helicates emit strong deep-blue to violet fluorescence both in the solid state and in
Metal-Free Hydrosilylation of Ketenes with Silicon Electrophiles: Access to Fully Substituted Aldehyde-Derived Silyl Enol Ethers
Roy, Avijit,Oestreich, Martin
, p. 8273 - 8276 (2021/05/11)
Little-explored hydrosilylation of ketenes promoted by main-group catalysts is reported. The boron Lewis acid tris(pentafluorophenyl)borane accelerates the slow uncatalyzed reaction of ketenes and hydrosilanes, thereby providing a convenient access to the new class of β,β-di- and β-monoaryl-substituted aldehyde-derived silyl enol ethers. Yields are moderate to high, and Z configuration is preferred. The corresponding silyl bis-enol ethers are also available when using dihydrosilanes. The related trityl-cation-initiated hydrosilylation involving self-regeneration of silylium ions is far less effective.
Hydration of Bis(pentamethylphenyl)- and Bismesityl-ketenes leading to Ene-1,1-diols (Enols of Carboxylic Acids)
Allen, Barbara M.,Hegarty, Anthony F.,O'Neill, Pat,Nguyen, Minh Tho
, p. 927 - 934 (2007/10/02)
The reaction of the sterically hindered diarylketenes (Ar = Me5C6 or 2,4,6-Me3C6H2) with water is pH independent over the range 1-9 and is not subject to strong buffer catalysis.The primary products formed are the corresponding ene-1,1-diols which result from addition across the C=O (rather than the C=C) of the ketene.These "enols of carboxylic acids" are relatively long lived owing to slow protonation of the β-carbon (because of steric hindrance caused by the o-Me groups) and evidence for their structures in solution is presented.On attempted isolation of theene-1,1-diols facile oxidation to a stable free radical, as well as ketonisation to the corresponding acids, occurs.Evidence is presented in terms of the large negative entropy of activation (ca. 200 J K-1 mol-1), solvent isotope effects and the absence of significant general-base catalysis, that (despite the sterically hindered nature of these ketenes) the characteristics of their hydration are typical of other ketenes and that this most likely involves an initial concerted reaction with a water oligomer.Updated ab initio calculations are also presented, which are consistent with this view.
Stable Simple Enols. 3. Static and Dynamic NMR Behavior of Crowded Triarylethenols and Related Compounds. Three-Ring Flip as the Threshold Mechanism for Enantiomerization of Crowded Triarylvinyl Propellers
Biali, Silvio E.,Rappoport, Zvi
, p. 477 - 496 (2007/10/02)
The static and dynamic stereochemistry of vinyl propellers Ar3Ar2C=C(X)Ar1 (2) was analyzed and compared with those for the Ar1Ar2Ar3Z (3) and Ar1Ar2Ar3ZX (
