1610-39-5Relevant articles and documents
The Direct Production of Tri- and Hexa-Substituted Benzenes from Ketones under Mild Conditions
Elmorsy, Saad S.,Pelter, Andrew,Smith, Keith
, p. 4175 - 4176 (1991)
Treatment of aryl methyl ketones with tetrachlorosilane in ethanol gives good yields of 1,3,5-triarylbenzenes.Triannulated benzenes result from cyclopentanone and cyclohexanone.
Synthesis of 1,4,5,8,9,12-hexabromododecahydrotriphenylene and its application in constructing polycyclic thioaromatics
Wei, Junfa,Jia, Xiaowei,Yu, Jun,Shi, Xianying,Zhang, Congjie,Chen, Zhanguo
, p. 4714 - 4716 (2009)
A new route for constructing PAHs from cyclohexanone by trimerization, bromination, trisannulation and aromatization, and the synthesis of a novel sulfur-containing polycyclic heteroaromatic have been described. The Royal Society of Chemistry 2009.
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Ward,Kirner,Howard
, p. 246,251 (1945)
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Longi et al.
, p. 2553,2554,2555 (1966)
Trisannelated Benzene Synthesis by Zirconium Halide Catalysed Cyclodehydration of Cycloalkanones
Shirai, Hideki,Amano, Nobushige,Hashimoto, Yukihide,Fukui, Eiji,Ishii, Yasutaka,Ogawa, Masaya
, p. 2253 - 2256 (1991)
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H6P2W18O62/Nanoclinoptilolite as an efficient nanohybrid catalyst in the cyclotrimerization of aryl methyl ketones under solvent-free conditions
Tayebee,Jarrahi
, p. 21206 - 21214 (2015/04/14)
A new type of nanohybrid material H6P2W18O62/nanoclinoptilolite was fabricated and performed as an efficient and reusable catalyst in the mild and one-pot condensation of different acetophenones. The operational simplicity, easy work-up, cost-effective, and solvent-free nature of the present methodology were accompanied with good to excellent yields of the desired 1,3,5-triarylbenzenes from a wide range of alkyl, aryl, and cyclic ketones. The nanocatalyst was prepared via immobilization of Wells-Dawson heteropolyacid H6P2W18O62 (HPA) on the surface of nanoclinoptilolite (NCP). The nanohybrid material was easily recovered and reused successfully at least seven times without significant loss of catalytic activity. XRD, SEM, UV-Vis, MS-ICP, DTA, and FT-IR studies confirmed that the heteropolyacid is well dispersed on the surface of NCP. This protocol developed is a safe and convenient alternate method for the synthesis of 1,3,5-triarylbenzenes utilizing an eco-friendly and a highly reusable natural nanocatalyst. Furthermore, water was the only by-product, which made the present methodology environmentally benign.
Highly selective self-condensation of cyclic ketones using MOF-encapsulating phosphotungstic acid for renewable high-density fuel
Deng, Qiang,Nie, Genkuo,Pan, Lun,Zou, Ji-Jun,Zhang, Xiangwen,Wang, Li
supporting information, p. 4473 - 4481 (2015/08/11)
Transferring biomass-derived cyclic ketones such as cyclopentanone and cyclohexanone to a mono-condensed product through aldol self-condensation has great potential for the synthesis of a renewable high-density fuel. However, the selectivity is low for numerous catalysts due to the rapid formation of di-condensed by products. Herein, MIL-101-encapsulating phosphotungstic acid is synthesized to catalyze the self-condensation with selectivity of more than 95%. PTA clusters are uniformly dispersed in MOF cages and decrease the empty space (pore size), which provides both acidic sites and shape-selective capability. The optimal PTA amount decreases corresponding to the increase of reactant size. The shape-selectivity is also realized by changing the pore size of MOF such as from MIL-101 to MIL-100. Moreover, the catalyst is resistant to PTA leaching and performs stably after 5 runs. After hydrodeoxygenation of the mono-condensed product, high-density biofuels with densities of 0.867 g ml-1 and 0.887 g ml-1 were obtained from cyclopentanone and cyclohexanone, respectively. This study not only provides a promising route for the production of high-density biofuel but also suggests the advantage of MOF-based catalysts for shape-selective catalysis involving large molecular size.
