Pillared Buserite as a new catalytic material for the 1,3-dipolar cycloaddition of α-phenyl-N-(p-methyphenyl) nitrone with electron deficient olefins

Ramamoorthy, V.; Ramasubbu, A.; Muthusubramanian, Shanmugam; Sivasubramanian, S.

doi:10.1080/00397919908085730

Cited by 9 publications

(3 citation statements)

References 5 publications

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“…There is an increasing interest in Mn-oxide minerals, as they are the major constituents of marine Mn deposits (Usui 1979;Mellin and Lei 1993;Glasby et al 1996;Usui and Someya 1997;Usui and Glasby 1998) and potentially can be used as molecular sieves (Shen et al , 1994(Shen et al , 1996Wasserman et al 1995;Tian et al 1997) and as catalysts (Wong and Cheng 1992;Cao and Suib 1994;Ching and Suib 1997;Ramamouthy et al 1999). In addition, Mn-oxide minerals are commonly ac-* E-mail: bilinski@rudjer.irb.hr…”

Section: Introductionmentioning

confidence: 99%

Characterization of Mn oxides in cemented streambed crusts from Pinal Creek, Arizona, U.S.A., and in hot-spring deposits from Yuno-Taki Falls, Hokkaido, Japan

Bilinski

Giovanoli

Usui

et al. 2002

American Mineralogist

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Section: Introductionmentioning

confidence: 99%

Characterization of Mn oxides in cemented streambed crusts from Pinal Creek, Arizona, U.S.A., and in hot-spring deposits from Yuno-Taki Falls, Hokkaido, Japan

Bilinski

Giovanoli

Usui

et al. 2002

American Mineralogist

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“…As such phyllomanganates are very similar to expandable 2:1 phyllosilicates (smectites) and can be considered as (2 × ∞) microporous solids [9,10]. As smectites, phyllomanganates can be intercalated with a variety of organic and inorganic compounds to form multilayer nanocomposites [11][12][13][14][15][16][17], or pillared structures [18][19][20][21][22][23][24]. In addition, phyllomanganates have been widely used as templates for the formation of octahedral molecular sieves with variable tunnel sizes that have demonstrated excellent potential in heterogeneous catalysis, hazardous waste remediation, and rechargeable battery technology [25][26][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42].…”

Section: Introductionmentioning

confidence: 99%

Structure of the synthetic K-rich phyllomanganate birnessite obtained by high-temperature decomposition of KMnO4

Gaillot

Drits

Manceau

et al. 2007

Microporous and Mesoporous Materials

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The structure of a synthetic potassium-rich birnessite prepared from the thermal decomposition of KMnO 4 at 1000°C in air has been refined by Rietveld analysis of the powder X-ray diffraction (XRD) data, and the structure model shown to be consistent with extended X-ray absorption fine structure data. K-rich birnessite structure is a two-layer orthorhombic polytype (2O) with unit-cell parameters a = 5.1554(3) Å, b = 2.8460(1) Å, c = 14.088(1) Å, α = β = γ = 90°, a/b = √3.281, and was refined in the Ccmm space group. The structure is characterized by the regular alternation of octahedral layers rotated with respect to each other by 180°. Octahedral layers are essentially devoid of vacant sites, the presence of 0.25 Mn 3+ layer cations within these layers being the main source of their deficit of charge, which is compensated for by interlayer K + cations. Mn 3+ octahedra, which are distorted by the Jahn-Teller effect, are systematically elongated along the a axis (cooperative Jahn-Teller effect) to minimize steric strains, thus yielding an orthogonal layer symmetry. In addition, Mn 3+ octahedra are segregated in Mn 3+-rich rows parallel to the b axis that alternate with two Mn 4+ rows according to the sequence …-Mn 3+-Mn 4+-Mn 4+-Mn 3+-… along the a direction, thus leading to a A = 3a super-periodicity. At 350°C, the structure partially collapses due to the departure of interlayer H 2 O molecules and undergoes a reversible 2O-to-2H phase transition. This transition results from the relaxation of the cooperative Jahn-Teller effect, that is from the random orientation of elongated Mn 3+ octahedra.

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“…These reactions have been also explored in detail using various theoretical approaches [21,22,26]. Additionally, similar cycloadditions of 1-substituted nitroethenes (such as 2nitroprop-1-ene [27], 1-chloronitroethene [28,29], and 1bromonitroethene [27]) and 2-substituted nitroethenes (e.g., (E)-2-arylnitroethenes [30,31], (E)-1-nitroprop-1-ene [32], (E)-3,3,3-trichloro-1-nitroprop-1-ene [27,33,34], (E)-3,3,3trifluor-1-nitroprop-1-ene [35], and (E)-3-nitroacrylate [27]) analogs have been explored. Recently, preliminary studies of 32CA processes between 1,2-disubstituted nitroethenes and (Z)-(3,4,5-trimethoxyphenyl)-N-methylnitrone have also been published [28,36].…”

Section: Introductionmentioning

confidence: 99%

Regioselectivity, stereoselectivity, and molecular mechanism of [3 + 2] cycloaddition reactions between 2-methyl-1-nitroprop-1-ene and (Z)-C-aryl-N-phenylnitrones: a DFT computational study

et al. 2018

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Reaction paths for [3 + 2] cycloaddition (32CA) between 2-methyl-1-nitroprop-1-ene and (Z)-C-aryl-N-phenylnitrones were explored in detail at the B3LYP/6-31G(d) level of theory. All of the 32CA processes considered were found to be initiated by the attack of the most nucleophilic oxygen atom in the nitrone molecule on the most electrophilic carbon atom (Cβ) in the nitroethylene moiety. This type of interaction favors the formation of 4-nitro-substituted cycloadducts. Additionally, based on a molecular electron density theory (MEDT) study, the 32CA processes of interest should be considered polar processes with asynchronous transition states (TSs). However, the asynchronicity of the localized TSs is unexpectedly low and clearly insufficient to enforce a stepwise zwitterionic mechanism.

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Pillared Buserite as a new catalytic material for the 1,3-dipolar cycloaddition of α-phenyl-N-(p-methyphenyl) nitrone with electron deficient olefins

Cited by 9 publications

References 5 publications

Characterization of Mn oxides in cemented streambed crusts from Pinal Creek, Arizona, U.S.A., and in hot-spring deposits from Yuno-Taki Falls, Hokkaido, Japan

Characterization of Mn oxides in cemented streambed crusts from Pinal Creek, Arizona, U.S.A., and in hot-spring deposits from Yuno-Taki Falls, Hokkaido, Japan

Structure of the synthetic K-rich phyllomanganate birnessite obtained by high-temperature decomposition of KMnO4

Regioselectivity, stereoselectivity, and molecular mechanism of [3 + 2] cycloaddition reactions between 2-methyl-1-nitroprop-1-ene and (Z)-C-aryl-N-phenylnitrones: a DFT computational study

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