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Relevant academic research and scientific papers

Catalytic Carbodiimide Guanylation by a Nucleophilic, High Spin Iron(II) Imido Complex

Reduction of the three-coordinate iron(III) imido [Ph2B(tBuIm)2FeNDipp] (1) affords [Ph2B(tBuIm)2FeNDipp][K(18-C-6)THF2] (2), a rare example of a high-spin (S = 2) iron(II) imido complex. Unusually for a late metal imido complex, the imido ligand in 2 has

β-Diketiminatoytterbium aryloxides: Synthesis, structural characterization, and catalytic activity for addition of amines to carbodiimides

The steric effect of an aryloxido group on the synthesis and molecular structures of ytterbium aryloxides supported by β-diketiminato ligand L (L = [N(2,6-Me2C6H3)C(Me)]2CH -) is reported. Reactions o

Copper oxide supported on magnetic nanoparticles (CuO@γ-Fe2O3): An efficient and magnetically separable nanocatalyst for addition of amines to carbodiimides towards synthesis of substituted guanidines

Copper oxide supported on magnetic nanoparticles was used as a green magnetic nanocatalyst for hydroamination of carbodiimides towards the synthesis of guanidines. Easy preparation and separation, low cost, non-sensitivity to moisture and reusability of the catalyst along with diversity and high yield of products are significant features of this method.

Synthesis, structure and catalytic activity of rare-earth metal amino complexes incorporating imino-functionalized indolyl ligand

The reactions of the imino-functionalized indolyl ligand (HL, L = 3-(4-Me2N-C6H4CH=N-CH2CH2)C8H5N) with the rare-earth metal amides [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 producing different types of rare-earth metal amido complexes were investigated. The reactions of HL with 1 equiv. of [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 generated a series of hetero-nuclear bimetallic rare-earth metal amino complexes {[η1:μ-η2-3-(4-Me2N-C6H4CH=N-CH2CH2)C8H5]RE[N(SiMe3)2]2(μ-Cl)Li(THF)} (RE = Y(1), Sm(2), Gd(3), Er(4), Yb(5)). By extending the reaction time, only the reaction of HL with [(Me3Si)2N]3Gd(μ-Cl)Li(THF)3 gave an unexpected binuclear rare-earth metal complex {[(μ-η5:η1):η1:η1-3-[(Me2N)2-C14H9]-(NCH2CH2-C8H5N)2]Gd2[N(SiMe3)2]3} (6) incorporating a novel polycyclic ligand through C-C and C-N coupling. Treatment of HL with [(Me3Si)2N]3Sm(μ-Cl)Li(THF)3 in a 2:1 ratio generated the bis(indolyl) heteronuclear bimetallic rare-earth metal amino complex {(η1:η1-[μ-η2:η1-3-(4-Me2N-C6H4CH=N-CH2CH2)C8H5]Li[μ-η2:η1-3-(4-Me2N-C6H4CH=N-CH2CH2)C8H5])Sm[N(SiMe3)2]2} (7) in low yield probably due to accompanying with the formation of the complex 2. The above results indicated that reaction conditions play important roles in the formation of different coordination modes of the imino-functionalized indolyl rare-earth metal amido complexes. All new complexes 1?7 are fully characterized including X-ray structural determination. The catalytic activity of complexes 1-7 for the addition of amines to carbodiimides was explored. The results showed that all complexes displayed an excellent activity towards the addition of amines to carbodiimides producing guanidine under solvent-free condition.

Cyclic (Alkyl)amino Carbene Complex of Aluminum(III) in Catalytic Guanylation Reaction of Carbodiimides

Herein we report the synthesis of a cyclic (alkyl)amino carbene (cAAC) complex of AlMe3. This complex was used as an efficient catalyst for the guanylation reaction of carbodiimides with primary arylamines and secondary amines to deliver guanidine derivatives in good to excellent yields. This catalytic protocol can tolerate a wide range of functional groups. Furthermore, the longevity of the catalyst was tested in successive catalytic cycles, which indicated a sustained catalytic activity over a multiple cycles. The mechanistic pathway was well understood with the help of stoichiometric reaction and DFT study.

Bridged bis(amidinate) lanthanide aryloxides: Syntheses, structures, and catalytic activity for addition of amines to carbodiimides

Various lanthanide aryloxide complexes supported by bridged bis(amidinate) ligand L, LLnOAr(DME) (L = Me3SiNC(Ph)N(CH2) 3NC(Ph)NSiMe3, DME = dimethoxyethane, Ln = Y, Ar = 2,6-(Me)2C6H3

Construction of oxygen-bridged multimetallic assembly: Dual catalysts for hydroamination reactions

Herein, we utilized multiple metal centers of a single catalytic system for two different activation processes in hydroamination catalysis. A trimetallic complex, [Cp*2(Me)Zr(μ-O)Zr(NMe2) 2(μ-O)Zr(Me)Cp*2] (2) b

First iron-catalyzed guanylation of amines: A simple and highly efficient protocol to guanidines

The first iron-catalyzed guanylation of amines is reported. Commercially available Fe(OAc)2 acts as an excellent catalyst for the addition of amines to carbodiimides. The reaction is broadly applicable to a variety of primary, secondary, and heterocyclic amines, and tolerates a wide range of functionalities allowing the easy preparation of a large family of guanidines. The low price and low toxicity of the commercially available iron catalyst make this methodology highly attractive.

Enol-functionalized N-heterocyclic carbene lanthanide amide complexes: Synthesis, molecular structures and catalytic activity for addition of amines to carbodiimides

Reaction of LnCl3 (Ln = Y, Nd, Sm and Yb) with enol-functionalized imidazolium salt H2LBr (L = 4-OMe-C 6H4COCH{C(NCHCHNiPr)}) and NaN(TMS)2 at a molar ratio of 1:4:1 in THF at room temperature afforded the corresponding novel enol-functionalized N-heterocyclic carbene (NHC) lanthanide amides L 2LnN(TMS)2 (Ln = Y (1), Nd (2), Sm (3), Yb (4)) in 37-40% yields. Molecular structures of 1-4 were determined by X-ray structure analyses. All complexes adopt monomeric structures where each 5-coordinated metal is coordinated by two NHC ligands and one amido group.in distorted trigonal bipyramid geometry. All complexes, especially Yb complex (4), were found to be highly active precatalysts for the catalytic addition of amines to carbodiimides giving guanidines. The system with 4 shows good functional group tolerance and a wide scope of amines including primary and secondary cyclic amines.

Influence of Schiff base and lanthanide metals on the synthesis, stability, and reactivity of monoamido lanthanide complexes bearing two Schiff bases

The monoamido lanthanide complexes stabilized by Schiff base ligand L 2LnN(TMS)2 (L = 3,5-But2-2-(O)- C6H2CH=N-8-C9H6N, Ln = Yb (1), Y (2), Eu (3), Nd (4), and La (5))