3619-66-7Relevant academic research and scientific papers
Titania nanoparticles stabilized HPA in SBA-15 for the intermolecular hydroamination of activated olefins
Sawant-Dhuri, Dhanashri,Balasubramanian, Veerappan V.,Ariga, Katsuhiko,Park, Dae-Hwan,Choy, Jin-Ho,Cha, Wang Soo,Al-Deyab, Salem S.,Halligudi, Shivappa B.,Vinu, Ajayan
, p. 3347 - 3354 (2015/04/16)
A liquid phase hydroamination (HA) of α,β-ethylenic compounds with amines was investigated with TiO2 nanoparticles stabilized 12-tungstophosphoric acid (TPA) in SBA-15. The catalysts were prepared by wet impregnation of TPA/TiO2 nanoparticles into the SBA-15 and calcined at different temperatures. The characterization results reveal that the textural properties and the acidity of the prepared catalysts can be finely controlled with the simple adjustment of the calcination temperature and the structure of the support, decorated with the TiO2 and TPA nanoparticles, was intact even after the modification. The prepared catalysts were investigated for HA of ethyl acrylate with different aromatic and aliphatic amines over a wide range of reaction conditions to optimize the yield and the selectivity of product. It was found that this process is 100% atom efficient and the catalytic performance depended significantly on the loading of TPA over the catalyst and the calcination temperature. Under optimized reaction conditions, the best catalyst, 15 wt%TPA/22.4 wt%TiO2/SBA-15 calcined at 1123 K, offered the highest conversion of p-ethylaniline (70%) with 100% chemo-selectivity to the anti-Markovnikov product, i.e., the mono-addition product. The reaction was heterogeneously catalyzed and no contribution from leached TPA into the reaction was observed.
Synthesis and characterization of N-substitutional ethylenediamine derivatives
Yao, Ri-Sheng,Jiang, Lai-En,Wu, Sheng-Hua,Deng, Sheng-Song,Yang, Yang
experimental part, p. 3792 - 3794 (2012/01/05)
N-Substituted and N,N-disubstituted ethylenediamine derivatives were prepared rapidly in aqueous conditions from 30 to 76 % yields, respectively, on a multi-gram scale starting from inexpensive and commercially available starting materials. The steps involved Michael addition, hydrazinolysis and Curtius rearrangements. The highlight of this method lies on its convenience and economy in accessing these intermediates.
Cerium(IV) ammonium nitrate (CAN) catalyzed aza-Michael addition of amines to α,β-unsaturated electrophiles
Duan, Zheng,Xuan, Xuejie,Li, Ting,Yang, Chenfei,Wu, Yangjie
, p. 5433 - 5436 (2007/10/03)
Cerium(IV) ammonium nitrate (CAN) catalyzed facile and efficient aza-Michael addition of aromatic and aliphatic amines with α,β-unsaturated electrophiles in the absence of solvent under ultrasound irradiation.
Transition-metal-based Lewis acid catalysis of aza-type Michael additions of amines to α,β-unsaturated electrophiles in water
Xu, Li-Wen,Li, Lyi,Xia, Chun-Gu
, p. 1522 - 1526 (2007/10/03)
Several transition-metal-based Lewis acid catalysts, especially FeCl 3 · 7 H2O, CrCl3 · 6 H 2O, and SnCl4 · 4 H2O, were shown to be highly effective for aza-type Michael reactions between electrophilic α,β-unsaturated compounds and both aliphatic and aromatic amines in aqueous solution. Advantages of the new protocol include 1) high-yielding reactions that can be conducted at ambient temperature; 2) the use of inexpensive, stable transition-metal salts as catalysts; and 3) plain H 2O as an environmentally benign solvent.
