2675-76-5Relevant academic research and scientific papers
Catalytic Hydroarylation of Alkenes with Phenols using B(C6F5)3
Bentley, Jordan N.,Caputo, Christopher B.
supporting information, p. 3654 - 3658 (2018/10/20)
We demonstrate that tris(pentafluorophenyl)borane, B(C6F5)3, is shown to be an effective catalyst for the hydroarylation of olefins to yield substituted phenols. This system features fast reaction times, mild conditions, and good yields for a select scope of olefinic substrates and various phenols, resulting in C-C bond formation. Experimental data support two possible mechanisms, where the Lewis acid can activate either the olefin or the phenol as the first step in the catalytic mechanism.
Ortho-aminophenol Schiff base, and synthesis method and application thereof
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Paragraph 0071; 0073; 0074; 0088; 0090; 0091, (2017/12/05)
The invention discloses an ortho-aminophenol Schiff base, and a synthesis method and application thereof, and relates to an ortho-aminophenol Schiff base compound, and a synthesis method and application thereof. The invention aims to solve the problem of poor organic phase solubility of a conventional salicylaldehyde ortho-aminophenol Schiff base zinc complex. The invention relates to a structural formula of an ortho-aminophenol Schiff base fluorescent probe compound. The synthesis method comprises: 1, FriedelCrafts alkylation; 2, formylation reaction; 3, condensation reaction. The ortho-aminophenol Schiff base serving as a fluorescent probe is applied to qualitative and quantitative analysis for a trace metal ion Zn2+. After a lipophilic group is introduced to a benzene ring of salicylaldehyde, the condensation reaction with ortho-aminophenol is performed to generate the ortho-aminophenol Schiff base, and a complex generated by coordination between the ortho-aminophenol Schiff base and a zinc ion presents good solubility in an organic phase, and a fluorescence detection signal is obviously enhanced. The invention can be applied to the field of fluorescent probes.
Amino-acid schiff base, and synthesis method and application thereof
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Paragraph 0078; 0079, (2017/09/18)
The invention discloses an amino-acid schiff base, and a synthesis method and an application thereof, relates to an amino-acid schiff base compound and a synthesis method and application thereof and mainly aims at solving the problem of poor organic phase solubility of an existing salicylaldehyde-amino acid schiff base compound. The invention relates to a structural formula of an amino-acid schiff base fluorescent probe compound. The synthesis method comprises the steps of (1) FriedelCrafts alkylation reaction; (2) formylation reaction; and (3) condensation reaction. The invention further discloses an application of the amino-acid schiff base in qualitative and quantitative analysis of trace metal ions Zn as a fluorescent probe. A hydrophobic group is introduced into a benzene ring of salicylaldehyde and is subjected to condensation reaction with amino acid to generate the amino-acid schiff base, and a complex generated through coordination of the amino-acid schiff base and zinc ions has good solubility in an organic phase and a fluorescent detection signal is obviously strengthened. The amino-acid schiff base can be applied to the field of the fluorescent probe.
Enantioselective nitroaldol reaction catalyzed by sterically modified salen-chromium complexes
Kowalczyk, Rafal,Kwiatkowski, Piotr,Skarzewski, Jacek,Jurczak, Janusz
supporting information; experimental part, p. 753 - 756 (2009/06/28)
A group of modified (salen)Cr(III)Cl complexes with bulky benzylic substituents in the 3,3'-position of the salicylidene moiety have been successfully applied for the asymmetric nitroaldol reaction. The readily accessible complex bearing 3-phenylpent-3-yl groups (2 mol %) leads to β-nitro alcohols in up to 92% yield and 94% ee.
Synthesis of salicylaldehydes bearing bulky substituents in the positions 3 and 5
Kochnev,Oleynik,Oleynik,Ivanchev,Tolstikov
, p. 1125 - 1129 (2008/09/17)
Reaction of 2,4-disubstituted phenols with paraformaldehyde in the presence of SnCl4 and 2,6-lutidine afforded a number of new salicylaldehydes, containing bulky substituents (tert-butyl, 1-phenylethyl, 1-(4-tert- butylphenyl)ethyl, α-cumyl, and trityl) in the positions 3 and 5.
Block copolymers of highly isotactic polypropylene via controlled Ziegler-Natta polymerization
Busico, Vincenzo,Cipullo, Roberta,Friederichs, Nic,Ronca, Sara,Talarico, Giovanni,Togrou, Maria,Wang, Bing
, p. 8201 - 8203 (2007/10/03)
The block copolymerization polypropylene under highly isotactic stereocontrol, using a new catalyst obtained by means of rational ligand design, was discussed. Moderately isotactic polypropylenes of very low average molecular mass in reasonable yields was
Electrophilic Aromatic Alkylation by Hydroperoxides. Competition between Ionic and Radical Mechanisms with Phenols
Liguori, Lucia,Bjorsvik, Hans-Rene,Fontana, Francesca,Bosco, Dino,Galimberti, Laura,Minisci, Francesco
, p. 8812 - 8815 (2007/10/03)
Tertiary hydroperoxides have been utilized for the electrophilic alkylation of activated aromatic substrates, particularly phenols and phenol ethers. Cumyl (1) and tert-butyl (2) hydroperoxides have shown a greatly different behavior as concerns the catalysis and the regioselectivity. The best catalyst for 1 is TiCl4, which is completely inactive with 2. With the latter an effective catalyst is FeCl3, which, however, can give rise to a combination of electrophilic and radical reactions with alkyl phenols. 2,2′-Dihydroxy-3,3′-di-tert-butyl-5,5′-dimethyldiphenyl is obtained in high yields from p-cresol.
Preparation of Some 2-(2' H-Benzotriazol-2'-yl)phenol Ultraviolet Absorbers: Application of the Transalkylation Reaction
Rosevear, Judi,Wilshire, John F.K.
, p. 1163 - 1176 (2007/10/02)
When 2-(2' H-benzotriazol-2'-yl)phenols containing t-alkyl substituents are warmed in toluene solution with an aluminium chloride/nitromethane catalyst, the t-alkyl groups are transferred to the solvent (toluene).This transalkylation reaction has been used to prepare not readily accessible or previously inaccessible 2-(2' H-benzotriazol-2'-yl)phenols, a class of ultraviolet absorbers widely used in industry.
REACTIVITY OF 2,4- AND 2,6-DIALKYLPHENOLS DURING SUBSTITUTION BY WEAK ELECTROPHILIC AGENTS
Gurvich, Ya. A.,Kumok, S. T.,Starikova, O. F.,Styskin, E. L.
, p. 371 - 375 (2007/10/02)
The 2,4- and 2,6-dialkylphenols have different reactivities during substitution by weak electrophiles. 2,4-Dialkylphenols enter readily into acid-catalyzed alkylation and condensation with aldehydes, and their reactivity is practically independent of the structure of the alkyl substituents. 2,6-Dialkylphenols have significantly lower reactivity in these reactions, while sterically hindered 2,6-dialkylphenols hardly react at all with alkenes and aldehydes under the conditions of acid catalysis.This is evidently due to weakening of the interaction between the hydroxyl group and the aromatic ring in the conjugation mechanism.
