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• 50-00-0 formaldehyd 
• 2409-55-4 2-tert-Butyl-4-methylphenol 
• 109-85-3 2-methoxyethylamine 

Relevant academic research and scientific papers

Magnetic, electrochemical and spectroscopic properties of iron(iii) amine-bis(phenolate) halide complexes

Eight new iron(iii) amine-bis(phenolate) complexes are reported. The reaction of anhydrous FeX3 salts (where X = Cl or Br) with the diprotonated tripodal tetradentate ligands 2-tetrahydrofurfurylamino-N,N-bis(2- methylene-4,6-di-tert-butylpheno

Synthesis, structure, and C-C cross-coupling activity of (amine)bis(phenolato)iron(acac) complexes

A series of (amine)bis(phenolato)iron(III)acac complexes has been prepared and characterized. Reaction of Fe(acac)3 with the diprotonated linear tetradentate proligand N,N′-bis(4,6-di-tert-butyl-2-methylphenol)-N, N′-dimethyl-1,2-diaminoethane, H2[L1], and tripodal tetradentate ligand precursors dimethylaminoethylamino-N,N-bis(2-methylene-4,6- di-tert-butylphenol), H2[L2], dimethylaminoethylamino-N,N-bis(2- methylene-4-methyl-6-tert-butylphenol), H2[L3], 2-methoxyethylamino- N,N-bis(2-methylene-4,6-di-tert-butylphenol), H2[L4], 2-methoxyethylamino-N,N-bis(2-methylene-4-methyl-6-tert-butylphenol), H 2[L5], and 2-methoxyethylamino-N,N-bis(2-methylene-4,6- dimethylphenol), H2[L6], produces the distorted octahedral Fe III complexes [L1]Fe(acac) (1), [L2]Fe(acac) (2), [L3]Fe(acac) (3), [L4]Fe(acac) (4), [L5]Fe(acac) (5), and [L6]Fe(acac) (6). In all of these complexes, the phenolato oxygen atoms are cis-oriented. The paramagnetic Fe III complexes 1-6 were also characterized by UV/Vis and IR spectroscopy, mass spectrometry, cyclic voltammetry, and magnetic measurements. Single crystal X-ray molecular structures have been determined for complexes 1, 2, 3, 5, and the proligand H2[L6]. Preliminary investigations of complexes 1-6 for catalytic cross-coupling reactions of aryl Grignard reagents with cyclic and acyclic secondary alkyl halides and benzyl halides were performed. While the activity for cyclohexyl chlorides and bromides was high, cross-coupling of benzyl halides was moderate and 2-bromo- and 2-chlorobutane gave poor yields of cross-coupled product.

Influence of the pendant arm in deoxydehydration catalyzed by dioxomolybdenum complexes supported by amine bisphenolate ligands

Dioxomolybdenum complexes supported by aminebisphenolate ligands were evaluated for their potential in catalyzing the deoxydehydration (DODH) reaction to establish structure-activity relationships. The nature of the pendant arm in these aminebisphenolate ligands was found to be crucial in determining reactivity in the deoxydehydration of styrene glycol (1-phenyl-1,2-ethanediol) to styrene. Pendant arms bearing strongly coordinating N-based groups such as pyridyl or amino substituents were found to hinder activity while those bearing non-coordinating pendant arms (benzyl) or even weakly coordinating groups (an ether) resulted in up to 6 fold enhancement in catalytic activity. A dioxomolybdenum complex featuring an aminemonophenolate ligand derived from the aminebisphenolate skeleton also resulted in similar yield enhancements. Although aromatic solvents were found to be ideal for performing these catalytic reactions, polar solvents such as N,N-dimethylformamide (DMF) and N,N′-dimethylpropyleneurea (DMPU) were also suitable. The catalyst was found to maintain its structural integrity under the optimized conditions and could be recycled for a second catalytic run without loss of activity. With the activated substrate meso-hydrobenzoin, trans-stilbene was obtained in a 56% yield at 220 °C along with benzaldehyde (71%) suggesting that the diol is a competing reductant under these conditions. This journal is

Accelerated syntheses of amine-bis(phenol) ligands in polyethylene glycol or "on water" under microwave irradiation

Pure amine-bis(phenol) ligands are readily accessible in high yield, often >90%, when the Mannich condensation reactions are performed "on water" or in poly(ethyleneglycol) (PEG). Microwave-assisted synthesis dramatically reduces the time and energy required to prepare these molecules, typically from 24 h to 5 min. The approach seems to be widely applicable (7 amines and 5 phenols were tested to yield a diverse set of bis(phenol) ligands). Significant improvements in yield were observed for ligands derived from di-tert-amyl and di-tert-butyl phenols, possibly resulting from a hydrophobic effect. Single crystal X-ray diffraction data for the ligand derived from p-cresol and N,N-dimethylethylenediamine is reported.

Iron(III) amine-bis(phenolate) complexes as catalysts for the coupling of alkyl halides with aryl Grignard reagents

Catalytic cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides bearing β-hydrogens is achieved using Fe(III) amine-bis(phenolate) halide complexes. The Royal Society of Chemistry.