Pentacoordinated copper–sparteine complexes with chelating nitrite or nitrate ligand: Synthesis and catalytic aspects

Indra, Arindam; Mobin, Shaikh M.; Bhaduri, Sumit; Lahiri, Goutam Kumar

doi:10.1016/j.ica.2011.03.027

Cited by 11 publications

(2 citation statements)

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“…Tris(3,5‐dimethylpyrazole)copper(II) nitrate is used as a catalyst for mild oxidation of organic substrates . In the presence of molecular oxygen as an oxidant, copper(II)–sparteine complexes with chelating nitrate ligand are used as catalyst for oxidation of benzyl alcohol to benzoic acid and cyclohexanol to cyclohexanone . The combination of copper(II) nitrate and bipyridine ligands gives active catalyst for oxidative coupling of 2,6‐dimethylphenol…”

Section: Introductionmentioning

confidence: 99%

Metal acetylacetonate–amine and metal nitrate–amine complexes as low‐emission catalysts for rigid polyurethane foam preparation

Sridaeng

Limsirinawa

Sirojpornphasut

et al. 2015

J of Applied Polymer Sci

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Six metal-amine complexes, Cu(acac) 2 (trien), Zn(acac) 2 (en), Zn(acac) 2 (trien), Cu(NO 3 ) 2 (en) 2 , Cu(NO 3 ) 2 (trien), and Cu(NO 3 ) 2 (tetraen), are synthesized from metal acetylacetonates [M(acac) 2 , where M 5 Cu and Zn] or metal nitrate [M(NO 3 ) 2 , where M 5 Cu] and aliphatic amines (en 5 ethylenediamine, trien 5 triethylenetetramine, and tetraen 5 tetraethylenepentamine). These metal-amine complexes can be used as catalysts in the preparation of rigid polyurethane (RPUR) foams. All metal-amine complexes emit very weak odor when compared with N,N-dimethylcyclohexylamine (DMCHA), which is a commercial catalyst commonly used in the preparation of RPUR foams. DMCHA emits very strong amine odor that affects working environment in RPUR foam processing. Among all metal complexes, Cu(acac) 2 (trien) has the highest catalytic activity. In comparison with DMCHA, Cu(acac) 2 (trien) shows slightly higher catalytic activity in gelling reaction but lower catalytic activity in blowing reaction. RPUR foam prepared from Cu(acac) 2 (trien) has lower density and compressive strength than that prepared from DMCHA. V C 2015 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2015, 132, 42332.

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Section: Introductionmentioning

confidence: 99%

Metal acetylacetonate–amine and metal nitrate–amine complexes as low‐emission catalysts for rigid polyurethane foam preparation

Sridaeng

Limsirinawa

Sirojpornphasut

et al. 2015

J of Applied Polymer Sci

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“…[9] The complexes of transition metals and bis-quinolizidine alkaloids have found many applications as useful reagents in organic chemistry. [10][11][12][13][14][15] Some effort has been devoted to the electron ionization and fast atom bombardment mass spectral study for differentiation of ligand, as well as metals in the series of Zn +2 and Cu +2 dichloride (dibromide, diacetate, diformate, dithioacetate) complexes of (-)-sparteine and (-)-aisosparteine. [16,17] Several principles are fragmentally used to predict stabilities and binding preferences: the Irving-Williams series [18] and the hard-soft acid-base concept.…”

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confidence: 99%

JMS Letters

2012

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A Water‐Soluble Peptoid that Can Extract Cu²⁺ from Metallothionein via Selective Recognition

Ghosh

Maayan

2020

Chemistry A European J

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Selective binding of Cu 2 + in water medium by a synthetic chelatori sapromising therapeutic approacht owards the treatment of various diseases including cancer. Chelation of Cu 2 + is well exercised, however water-soluble synthetic chelators that can selectively bind Cu 2 + from a pool of competing metal ions at very high excess and/or can extract Cu 2 + from ap rotein are hardly reported. Herein we describe the design and synthesis of an acetylatedp eptoid-N-substituted glycine trimer-that incorporates ap icolyl group at the N-terminal, an on-coordinating but structurally directing bulky chiral phenylethyl group at the C-terminus and am odified 2,2'-bipyridine group (PCA-Nspe), which selectively binds Cu 2 + to form aw ater-soluble complex. We further demonstrate that the selectivity of PCA-Nspe to Cu 2 + is thermodynamically driven, leading to specific binding of Cu 2 + in an aqueous solution containing up to 60-fold excesso fo ther biologically relevant metal ions such as Zn 2 + ,C o 2 + ,M n 2 + ,C a 2 + ,M g 2 + ,K + and Na + .B ased on spectroscopic data and DFT calculations of PCA-Nspe as well as of ac ontrol peptoid having an achiral benzylg roup instead of the phenylethyls ide chain, we could suggest that the chiral and bulkierp henylethyl group at the C-terminus controlst he preorganization of the two ligands, and this might play arole in the selectivity of PCA-Nspe.Significantly, we show that PCA-Nspe can extract Cu 2 + from the natural copperbinding protein metallothionein. Scheme1.Acartoonrepresentation of Cu 2 + chelation from ac opper storage protein by as uitable chelator:apossible remedyf or Wilsond isease and cancer.

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Pentacoordinated copper–sparteine complexes with chelating nitrite or nitrate ligand: Synthesis and catalytic aspects

Cited by 11 publications

References 38 publications

Metal acetylacetonate–amine and metal nitrate–amine complexes as low‐emission catalysts for rigid polyurethane foam preparation

Metal acetylacetonate–amine and metal nitrate–amine complexes as low‐emission catalysts for rigid polyurethane foam preparation

JMS Letters

A Water‐Soluble Peptoid that Can Extract Cu²⁺ from Metallothionein via Selective Recognition

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Pentacoordinated copper–sparteine complexes with chelating nitrite or nitrate ligand: Synthesis and catalytic aspects

Cited by 11 publications

References 38 publications

Metal acetylacetonate–amine and metal nitrate–amine complexes as low‐emission catalysts for rigid polyurethane foam preparation

Metal acetylacetonate–amine and metal nitrate–amine complexes as low‐emission catalysts for rigid polyurethane foam preparation

JMS Letters

A Water‐Soluble Peptoid that Can Extract Cu2+ from Metallothionein via Selective Recognition

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A Water‐Soluble Peptoid that Can Extract Cu²⁺ from Metallothionein via Selective Recognition