Synthesis and characterization of oxomolybdenum(V) dinuclear complexes with β-alanine, l-serine and dl-isoleucine

Tašner, Marina; Prugovečki, Biserka; Soldin, Željka; Prugovečki, Stjepan; Rukavina, Lana; Matković‐Čalogović, Dubravka

doi:10.1016/j.poly.2012.09.033

Cited by 10 publications

(5 citation statements)

References 40 publications

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“…In this respect, α-amino acids are attracting ligands due to easy availability, low toxicity and the usual presence of an asymmetric centre, and indeed their coordination to a variety of metal ions has been extensively investigated [11]. The chemistry of oxomolybdenum (V) [12] or Mo(VI) species with α-amino acids in aqueous medium has aroused huge interest, as witnessed by several publications [13]. In spite of this, only sparse information have appeared in the literature on the use of Mo(VI)-amino acid compounds in the oxidative derivatization of synthetically important olefins [14].…”

Section: Introductionmentioning

confidence: 99%

Dioxomolybdenum(VI) compounds with α-amino acid donor ligands as catalytic precursors for the selective oxyfunctionalization of olefins

Abdalghani

Biancalana

Aschi

et al. 2018

Molecular Catalysis

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A series of cis-dioxomolybdenum(VI) α-amino acid containing compounds I-V has been investigated as potential catalyst precursors for the mild and selective oxyfunctionalization of conjugated or unconjugated olefins like styrene, α-methylstyrene, cis-β-methylstyrene, cyclohexene and cyclooctene, using tert-butyl hydroperoxide (TBHP) as main oxidant. All the I-V complexes behaved as active heterogeneous and recyclable catalysts, showing good to quantitative conversion values of the substrate. In all cases, high selectivity toward the corresponding epoxide formation was detected. No substantial difference in terms of efficiency has been observed among the different catalysts I-V, thus confirming that the different nature of the amino acidic side-chain does not strictly affect the catalytic process. Insights into mechanistic details and reaction free energy profile of catalytic oxidations by means of quantum chemical calculations have been discussed.

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Section: Introductionmentioning

confidence: 99%

Dioxomolybdenum(VI) compounds with α-amino acid donor ligands as catalytic precursors for the selective oxyfunctionalization of olefins

Abdalghani

Biancalana

Aschi

et al. 2018

Molecular Catalysis

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“…Raman spectroscopy is an appropriate and highly efficient to ol for the identification o f o xomolybdenum s pecies [32][33][34][35][36][37][38]. T he R aman absorption bands in the 1000-600 cm −1 region (See Fig.…”

Section: Raman Spectramentioning

confidence: 99%

One pot-synthesis of the fourth category of dinuclear molybdenum(VI) oxalate series: Structure and study of thermal and redox properties

Sarr

Mbaye

Diop

et al. 2019

Inorganica Chimica Acta

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Three new dinuclear molybdenum(VI) oxalate (Pr 2 NH 2) 4 •[M�0 6 (¼0 4 hl (1), (�r 2 NH;J 4 •[M�0 6 (¼0 4 h] (2) and (HDabco) 4 [Mo 2 0 6 (C 2 0 4 hJ-2H 2 0 (3) compounds, have been prepared by one pot-synthesis at room temperature and characterized by single crystal X-ray diffraction and vibrational spectroscopies. F.ach compound contains the binuclear [Mo 2 0 6 (¼0 4 h] 4-anion where each molybdenum is in an octahedral Mo0 6 environment. ln compound (3), the interconnection between [M0206(C204)2J 4-anions, [HDabco] + cations and water molecules (H20) leads to an infinite inorganic-organic chain structure. Similarly, in compounds (1) and (2) the interactions between [Mo206(C2Ü 4hJ4-anions and respectively [Pr 2NH2l + and [ i Pr�2l + cations leads to an infinite inorganic-organic chain structure. A remarkable difference between the compounds is that in compounds (1) and (2) interactions between the chains involve only Van der Waals forces giving rise to layer-like structures, which also interact between them only by Van der Waals forces, whereas in compound (3) the chains interact also through hydrogen bonds giving a 30 supramolecular structure. The thermal properties of the compounds were investigated through thermogravimetric and differential thermal analyzes. The differences in the thermal decomposition of the compounds in the solid state are discussed in relation with their crystal structure. Cyclic voltammetry shows that the [Mo 2 0 6 (¼0 4 h] 4-anion can be reduced in both aprotic solvent and water.

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“…both the N atom and the carboxy moiety are placed in gauche positions against the ethyl group on the C carbon. In the crystals of metal complexes containing Ile moieties, no B-type conformation has yet been observed, but A-type and C-type conformations are seen with similar probabilities (Cai et al, 2000;Rao et al, 2008;Li et al, 2009;Jing et al, 2011;Li et al, 2012;Wang et al, 2012;Shabari et al, 2012;Tašner et al, 2013). In organic compounds and salts, the A-type conformation is more common than the other two types (Trommel & Bijvoet, 1954;Benedetti et al, 1973;Cotrait et al, 1979;Dalhus & Gö rbitz, 2000;Gö rbitz & Hartviksen, 2006;Yamada et al, 2008;Yajima et al, 2008;Akazome et al, 2010).…”

Section: Figurementioning

confidence: 99%

Structures ofN-acetyl-DL-isoleucine,N-acetyl-DL-alloisoleucine and their ammonium salts; role of ammonium ions in crystal structure formation

Yajima

Kimura

Hori

et al. 2016

Acta Crystallogr Sect B

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The crystal structures of N-acetyl-DL-isoleucine, N-acetyl-DL-alloisoleucine and their ammonium salts show that these four compounds exist as racemic compounds around room temperature. The two ammonium salts are arranged around a 21 screw axis, forming a helical column which consists of ammonium ions and single enantiomeric anions similar to the crystals of the ammonium salts of optically active N-acetyl-L-isoleucine and N-acetyl-D-alloisoleucine. The ammonium ion and the carboxylate ion in the helix are connected by three hydrogen bonds, the fourth hydrogen bond being formed between the ammonium ion and an external acetyl amino group of the neighboring helical column. The fourth hydrogen bond is formed between the ammonium ion and an external acetyl amino group of the neighboring 21 column. Ammonium N-acetyl-DL-alloisoleucinate was revealed to exist as an unstable racemic compound due to conformational similarity between the racemic and optically active compounds in the solid state and was optically resolved by fractional crystallization at 293 K.

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Synthesis and characterization of oxomolybdenum(V) dinuclear complexes with β-alanine, l-serine and dl-isoleucine

Cited by 10 publications

References 40 publications

Dioxomolybdenum(VI) compounds with α-amino acid donor ligands as catalytic precursors for the selective oxyfunctionalization of olefins

Dioxomolybdenum(VI) compounds with α-amino acid donor ligands as catalytic precursors for the selective oxyfunctionalization of olefins

One pot-synthesis of the fourth category of dinuclear molybdenum(VI) oxalate series: Structure and study of thermal and redox properties

Structures ofN-acetyl-DL-isoleucine,N-acetyl-DL-alloisoleucine and their ammonium salts; role of ammonium ions in crystal structure formation

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