78600-32-5Relevant academic research and scientific papers
Synthesis of carbazoles and dibenzofurans via cross-coupling of o-iodoanilines and o-iodophenols with silylaryl triflates and subsequent Pd-catalyzed cyclization
Liu, Zhijian,Larock, Richard C.
, p. 347 - 355 (2007)
An efficient route to a variety of carbazoles and dibenzofurans has been developed. It involves the reaction of o-iodoanilines or o-iodophenols with silylaryl triflates in the presence of CsF to afford the N- or O-arylated products, which are subsequently cyclized using a Pd catalyst to carbazoles and dibenzofurans in good to excellent yields. By using this methodology, the carbazole alkaloid, mukonine has been synthesized in 76% overall yield in three steps.
Organic long afterglow material containing triphenylphosphine (triphenylphosphine oxide) and preparation method and use method thereof
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Paragraph 0030-0033, (2020/11/26)
The invention relates to an organic long afterglow material containing triphenylphosphine (triphenylphosphine oxide). The molecular structure of the organic long afterglow material is TP(O)-R, whereinTP(O) is a triphenylphosphine (triphenylphosphine oxide) group; R is an aromatic ring or an aromatic heterocyclic compound; TP(O) and R groups are connected in an ortho-position mode, the synthesizedluminescent material has a spiral molecular configuration, non-radiative transition is effectively inhibited under the large steric hindrance configuration and strong intramolecular action, long afterglow luminescence is achieved, and the luminescence wavelength, phosphorescence lifetime and other properties of a final product can be adjusted by introducing different functional groups. The synthesis method disclosed by the invention is simple in process and easy to purify, the synthesized luminescent material has the spiral molecular configuration, the non-radiative transition is effectivelyinhibited under the large steric hindrance configuration and strong intramolecular action, the long afterglow luminescence is realized, and the luminescence wavelength, phosphorescence lifetime and other properties of the final product can be adjusted by introducing different functional groups. The organic long afterglow material is applied to the fields of organic photoelectricity, biological imaging, counterfeiting prevention and the like.
1,2-Difunctionalization of Aryl Triflates: A Direct and Modular Access to Diversely Functionalized Anilines
Cho, Seoyoung,Wang, Qiu
supporting information, (2020/02/28)
ortho-Amino difunctionalization of aryl triflates has been achieved via a three-component reaction. The cascade reaction proceeds through a zincate base-mediated deprotonative formation of a reactive aryne intermediate, in situ nucleophilic addition, and coupling with electrophilic partners. This strategy leverages the advantageous reactivity of organozincate intermediates, enabling the installation of various functionalities such as amine, azide, oxygen, sulfur, halide, alkynyl, aryl, vinyl, and alkyl groups in a modular manner for the synthesis of diverse aniline skeletons.
Mechanism and Models for Copper Mediated Nucleophilic Aromatic Substitution. 2. A Single Catalytic Species from Three Different Oxidation States of Copper in an Ullmann Synthesis of Triarylamines
Paine, Anthony James
, p. 1496 - 1502 (2007/10/02)
Ullmann condensations of diarylamines with iodobenzenes has been investigated under homogeneous and a heterogeneous catalytic conditions with cupruos and cupric salts, as well as powered copper metal.Copper catalyzed condensation of diarylamines with iodoaromatics is relatively insensitive to substituent (for substituted iodobenzenes p=-0.25; for substituted diphenylamines p=1.09) but quite sensitive to halogen (k1/kBr.200).The first direct evidence for solution catalysis after filtration of a metal catalyzed reactions was obtained.Quantitative analysis of reaction rates, product yields, and catalyst characteristics leads to a comprehensive picture of the formation of soluble cuprous ions as the single active catalytic species under all conditions investigated.This hypothesis rationalizes many of the perplexing results which typify the literature associated with copper catalyzed nucleophilic aromatic substitution.
13C NMR Study of ortho-, meta- and para-Substituted Phenylhiphenylamines: Substituent Effect Correlations
Grimley, Eugene,Collum, David H.,Alley, Earl G.,Layton, Bobby
, p. 296 - 302 (2007/10/02)
The 13C chemical shifts of 11 substituted triphenylamines have been determined and the assignment of these resonances made using intensities, 1H and 19F couplings and predictions from bond additivity relationships. 13C chemical shifts at carbons bearing the substituent and at carbons ortho to the substituent correlated reasonably well with the Q parameter.A multiple regression analysis of chemical shifts with the field and resonance parameters of Swain and Lupton and the Q parameter produced significantly better correlations than those obtained when Q was omitted for these positions. 13C chemical shift correlations for carbons meta and para to the substituent were not significantly better than when Q was omitted.Significant correlations were obtained between field and resonance parameters and 13C chemical shifts of C-o and C-p, and C-i, C-o, C-m and C-p of the non-substituent bearing phenyl rings in ortho- and para-substituted phenyldiphenylamines, respectively.
