Electrophilic Aromatic Nitration Using a Mixed Catalyst of Lithium, Molybdenum, Ytterbium on Silica Gel

Shi, Min; Cui, Shi‐Cong

doi:10.1002/adsc.200303129

Cited by 24 publications

(7 citation statements)

References 14 publications

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“…1 H NMR (400 MHz, CDCl 3 ): δ 8.59 (d, J = 7.7 Hz, 1H), 8.26 (dd, J = 7.6, 1.2 Hz, 1H), 8.15 (d, J = 9.3 Hz, 1H), 7.99 (d, J = 7.7 Hz, 1H), 7.75 (t, J = 8.5 Hz, 1H), 7.68–7.62 (m, 1H), 7.57 (t, J = 7.9 Hz, 1H). Spectral data are in agreement with the literature …”

Section: Experimental Sectionsupporting

confidence: 91%

“…1 H NMR (400 MHz, CDCl3): δ 7.89 (dd, J = 8.1, 1.4 Hz, 1H), 7.54 (td, J = 7.6, 1.4 Hz, 1H), 7.43–7.30 (m, 2H), 2.94 (q, J = 7.5 Hz, 2H), 1.31 (t, J = 7.5 Hz, 3H). Spectral data are in agreement with the literature …”

Section: Experimental Sectionsupporting

confidence: 91%

“…1 H NMR (400 MHz, CDCl 3 ): δ 7.23–7.32 (m, 2H), 7.60–7.63 (m, 1H), 8.04–8.07 (m, 1H). Spectral data are in agreement with the literature …”

Section: Experimental Sectionsupporting

confidence: 91%

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Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

et al. 2021

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The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the •NO2 radical is the active species.

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Section: Experimental Sectionsupporting

confidence: 91%

Section: Experimental Sectionsupporting

confidence: 91%

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Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

et al. 2021

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“… colorless oil; IR (ZnSe) 2970, 2360, 1599, 1512, 1340, 1109, 849, 694 cm −1 ; 1 H NMR (500 MHz, CDCl 3 ) δ 1.28 (3H, t, J = 7.6 Hz), 2.76 (2H, q, J = 7.6 Hz), 7.35 (2H, d, J = 8.8 Hz), 8.15 (2H, d, J = 8.8 Hz); 13 C NMR (125 MHz, CDCl 3 ) δ 15.0, 28.8, 123.6, 128.6, 146.2, 152.0.…”

Section: Methodsmentioning

confidence: 99%

Synthesis of Oxygen- and Sulfur-Bridged Dirhodium Complexes and Their Use As Catalysts in the Chemoselective Hydrogenation of Alkenes

2010

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Oxygen-bridged and sulfur-bridged rhodium homobimetallic complexes were synthesized as air-stable crystals by using 2,6-bis(phosphanylmethyl)phenolate and -thiophenolate as the ligands, respectively. The oxygen-bridged dirhodium complex has a symmetrical structure where the carbon atom at the ipso position, oxygen, and two rhodium atoms are located in the same plane. It is thermally stable compared to the sulfur-bridged dirhodium complex and shows catalytic activity for hydrogenation of alkenes with high chemoselectivity.

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“…3.2.1 Mixed catalysts and ionic liquids. Novel mixed catalysts comprising of rare earth metal salts and metal additives like LiClO 4 , Yb(OPf) 3 , and MoO 3 on SiO 2 were synthesized by Min Shi et al 39 for the solvent free nitration of toluene with nitric acid. They reported an 80% yield and a para-selectivity of 74%.…”

Section: Process Novelties In Solid Acid Catalysismentioning

confidence: 99%