54300-80-0Relevant academic research and scientific papers
Solventless triarylmethane synthesis via hydroxyalkylation of anisole with benzaldehyde by modified heteropoly acid on mesocellular foam silica (MCF)
Bhadra, Kalpesh H.,Yadav, Ganapati D.
, p. 150 - 158 (2018)
Triarylmethane (TRAM) compounds have wide applications such as leuco dyes for sensing tumors and other biological activities. Hydroxyalkylation of arenes with benzaldehyde results in formation of triarylmethane compounds. In the present study, 20 (wt.%) Cs2.5H0.5PW12O40 (Cs-DTP) supported on mesocellular foam (MCF) silica was prepared, characterized and tested for its activity in hydroxyalkylation reaction of anisole with benzaldehyde. Its activity was compared with commercial catalysts like Amberlyst-15, montmorillonite clay K-10, H3PW12O40 and unsupported Cs2.5H0.5PW12O40.The prepared catalyst showed the best activity compared to others with advantage of separation of catalyst and reusability. Reaction parameters were studied in detail and kinetic study was carried out for the said reaction. 20 (wt. %) Cs-DTP/MCF was found to be the best, robust and reusable catalyst. Reaction mechanism and kinetics were also studied. The results are new.
Access to Enantiopure Triarylmethanes and 1,1-Diarylalkanes by NHC-Catalyzed Acylative Desymmetrization
Lu, Shenci,Song, Xiaoxiao,Poh, Si Bei,Yang, Hui,Wong, Ming Wah,Zhao, Yu
supporting information, p. 2275 - 2281 (2017/02/23)
We present herein an unprecedented, efficient and enantioselective synthesis of triarylmethanes and 1,1-diarylalkanes through N-heterocyclic carbene-catalyzed acylative desymmetrization of bisphenols. This method utilizes readily available substrates, reagents and a simple procedure to deliver the valuable products in excellent enantiopurity. DFT calculations reveal that the selectivity is governed by the C?C bond cleavage step of the tetrahedral intermediate leading to the ester product. A transition state model featuring a combination of intramolecular hydrogen bond and steric effect is developed to explain the enantioselectivity.
A convenient method for the synthesis of 4,4-diarylbut-1-enes via the successive allylation of aromatic aldehydes and the Friedel-Crafts alkylation reaction of aromatic nucleophiles with the intermediary benzyl silyl ethers using HfCl4 or Cl2Si(OTf)2
Shiina, Isamu,Suzuki, Masahiko,Yokoyama, Kazutoshi
, p. 6395 - 6398 (2007/10/03)
The three-component coupling reaction among aromatic aldehydes, allyltrimethylsilane and aromatic nucleophiles is efficiently performed by the promotion of HfCl4. A similar reaction occurs using allyltributyltin as the first nucleophile to aromatic aldehydes with a catalytic amount of Cl2Si(OTf)2 generated in situ from SiCl4 and AgOTf.
