181308-89-4

Upstream product

• 74426-51-0 4-(trifluoromethyl)phenylacetyl chloride 
• 100-66-3 methoxybenzene 
• 794-94-5 p-Methoxybenzoic anhydride 
• 32857-62-8 4-Trifluoromethylphenylacetic acid 
• 40474-01-9 1-methoxy-4-((4-(trifluoromethyl)phenyl)ethynyl)benzene 

Downstream Products

• 455-24-3 4-trifluoromethylbenzoic acid 
• 100-09-4 4-methoxybenzoic acid 
• 6185-76-8 (4-methoxyphenyl)(4-(trifluoromethyl)phenyl)methanone 

Relevant academic research and scientific papers

Synthesis of substituted phenanthrofurans

A three-step protocol toward phenanthrofurans 1 starting with deoxybenzoins 3 is developed with moderate to good yield. A facile process is carried out for the (1) α-propargylation of 3 with NaH and propargyl bromide 2 in refluxing THF, (2) Bi(OTf)3-mediated cycloisomerization of γ-ynones 4 with 4 ? molecular sieves in MeNO2 at rt, and (3) photolytic Scholl annulation of 2,3-diarylfurans 5 with I2 in EtOAc at rt. The key structures of 1 are confirmed by X-ray crystallographic analysis.

A new class of "electro-acid/base"-induced reversible methyl ketone colour switches

Methyl ketone has been designed as a switching unit for electrically addressable molecular colour switches. A newly proposed mechanism of "electro-acid/base" (radical ions)-induced intermolecular proton transfer for the colour switch is proven clearly by cyclic voltammetry (CV), X-ray photoelectron spectroscopy (XPS), infrared spectroscopy (IR) and in situ UV-Vis spectroscopy. A dramatic spectral absorption shift (about 291 nm) is observed during the switching, and blue, yellow and green colours are obtained by adjusting the substituents on the methyl ketone-bridged unit. The in situ "electro-acid/base" is far more convenient than the conventional chemical stimulus of acids or bases for the manipulation of the molecular switching properties. This new switching method and molecular structure manipulation will inspire and accelerate the further development of broad switching materials and applications in ultrathin flexible displays, etc.

Diversity in platinum-catalyzed hydrative cyclization of trialkyne substrates to form tetracyclic ketones

(Chemical Equation Presented) We report a one-pot synthesis of tetracyclic ketones via PtI2-catalyzed hydrative cyclization of trialkyne functionalities. These triyne substrates bear an electron-rich aryl group at the outer alkyne to direct the

Application of the catalytic friedel-crafts acylation reaction and regioselectivity correlations

A correlation was found between electronic properties and regioselectivity in the Friedel-Crafts reaction of substituted phenylacetic and benzoic acids with anisole, utilising substoichiometric (down to 1 mol%) amounts of catalyst. Relative reactivities of selected catalysts for this reaction were also studied. Georg Thieme Verlag Stuttgart.

Palladium-Catalyzed Cross-Coupling Reactions of Carboxylic Anhydrides with Organozinc Reagents

(Matrix presented) Negishi-type cross-coupling reaction was effected by employing organozincs and anhydrides or mixed anhydrides that formed in situ from sodium salts of the corresponding acids and ethyl chloroformate under the catalysis of palladium(0). A general method for preparing symmetrical/ unsymmetrical ketones was developed.

Modulation of lifetimes and diastereomeric discrimination in triplet- excited substituted butane-1,4-diones through intramolecular charge-transfer quenching

Triplet lifetimes have been determined for the diastereomers of a broad set of butane-1,4-dione derivatives (1-3). A remarkable dependence of lifetimes on conformational preferences is revealed in that the lifetimes are shorter for the meso diastereomers of 1-3 than those for the racemic ones. The intramolecular β-phenyl quenching is promoted in the case of meso diastereomers by virtue of the gauche relationship between the excited carbonyl group and the β-aryl ring, while a distal arrangement in the lowest energy conformation (H-anti) in racemic diastereomers prevents such a deactivation. The involvement of charge transfer in the intramolecular β- phenyl quenching is suggested by the correlation of the triplet lifetimes of the meso diastereomers of compounds 2 with the nature of the substituent on the β-phenyl rings. In the case of racemic diastereomers, p-methoxy substitution on the β-phenyl ring (2-OCH3, 3-OCH3) also led to a decrease of the triplet lifetimes when compared to those of the nonsubstituted compounds (2-H, 3-H). This shortening is accounted for by the deactivation of a small proportion of the excited molecules through β-phenyl quenching. In addition to the above factors, the lifetimes in the case of meso diastereomers can further be controlled by increasing the energy spacing between the T1 and T2 states, since β-phenyl quenching occurs from the latter for compounds 2 and 3. Through a rational conformational control, a surprisingly long triplet lifetime (300 ns) has been measured for the first time for a purely n,π* triplet-excited β-phenylpropiophenone dimer (1- rac).