6938-97-2Relevant 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.
Electrophilic phosphonium cations catalyze hydroarylation and hydrothiolation of olefins
Pérez, Manuel,Mahdi, Tayseer,Hounjet, Lindsay J.,Stephan, Douglas W.
supporting information, p. 11301 - 11304 (2015/07/07)
Electrophilic phosphonium cations (EPCs) are efficient main group catalysts for the hydroarylation of olefins under mild conditions, providing a facile route to substituted aniline, bis-arylamine, phenol, furan, thiophene, pyrrole, and indole derivatives.
Flying-seed-like liquid crystals 3: New guideline for the induction of mesomorphism by using bulky groups instead of long alkyl chains
Hachisuga, Ayaha,Yoshioka, Miho,Ohta, Kazuchika,Itaya, Tomoyuki
, p. 5315 - 5321 (2013/09/23)
In our previous work, we synthesized a series of phthalocyanine-based flying-seed-like compounds, (nPh-PhO)4PcCu (n = 3, 2, 1 and 0 in nPh-PhO: a-d), and revealed that each of them shows a columnar liquid crystalline phase (Colho or Colrho) from rt to an extremely high temperature near 500 °C. Thus, we could obtain columnar liquid crystalline phases for discotic compounds by using bulky substituents (a-d) instead of long alkyl chains. In order to further study the utility of these bulky substituents (a-d) on the induction of mesomorphism for other shaped molecules, we have synthesized novel flying-seed-like calamitic phenoxybenzoic acid derivatives, nPh-PhOBA (3a-d), and their Mitsubishi-Mark-shaped terbium complexes, (nPh-PhOBA)3Tb·mMeOH (4a-d), in this work. Very interestingly, the mesomorphism of the phenoxybenzoic aids derivatives nPh-PhOBA (n = 0-3) was induced to show a mesophase (Mx) only by the bulky substituent d (n = 0), whereas the mesomorphism of their corresponding terbium complexes (nPh-PhOBA)3Tb(III) (n = 0-3) was induced to show rectangular columnar (Colr) mesophases by the bulky substituents c and d (n = 1, 0). On the other hand, the mesomorphism of the PcCu complexes (nPh-PhOBA)4PcCu (n = 0-3) in our previous work was induced by all the bulky substituents a, b, c and d (n = 0-3). Thus, it becomes apparent that both calamitic and columnar mesomorphism can be induced by the substitution of bulky groups instead of long alkyl chains, and that the balance of the core size and the bulkiness of the substituents is very important to obtain mesomorphism in flying-seed-like compounds. We believe that this is a new guideline for the induction of mesomorphism by using bulky groups instead of long alkyl chains.
Metal-free oxidative fluorination of phenols with [18F]fluoride
Gao, Zhanghua,Lim, Yee Hwee,Tredwell, Matthew,Li, Lei,Verhoog, Stefan,Hopkinson, Matthew,Kaluza, Wojciech,Collier, Thomas Lee,Passchier, Jan,Huiban, Mickael,Gouverneur, Véronique
supporting information; experimental part, p. 6733 - 6737 (2012/08/28)
The radiochemical synthesis of [18F]4-fluorophenols is based on phenol umpolung under oxidative conditions and direct nucleophilic fluorination with [18F]fluoride (see scheme, TBAF=tetra-n-butylammonium fluoride, TFA=trifluoroacetic acid). Readily available O-unprotected 4-tert-butyl phenols are used as precursors in this one-pot protocol. The reaction is completed in less than 30 minutes at room temperature and can be performed using standard or microfluidic technology. Copyright
ALKYLATION OF PHENOL BY ALCOHOLS IN THE PRESENCE OF ALUMINUM PHENOLATE
Koshchii, V. A.,Kozlikovskii, Ya. B.,Matyusha, A. A.
, p. 1358 - 1361 (2007/10/02)
The reaction of phenol with alcohols in the presence of aluminum phenolate leads to a mixture of 2- and 4-alkylphenols, of which the former predominate in the case of benzyl, tert-butyl, and cyclohexyl alcohols, and the latter in the case of dimethylphenyl- and diphenylmethylcarbinols.Only triphenyl(4-hydroxyphenyl)methane is formed during the alkylation of phenol by triphenylcarbinol.In individual experiments the formation of small amounts of alkyl phenyl ethers and 2,6-dialkylphenols was observed.
