The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Chloropicolinaldehyde, is researched, Molecular C6H4ClNO, CAS is 31181-89-2, about Mechanistic studies on covalent assemblies of metal-mediated hemi-aminal ethers, the main research direction is mechanistic reaction covalent assembly metal mediated hemi aminal ethers.Formula: C6H4ClNO.
The use of reversible covalent bonding in a four-component assembly incorporating chiral alcs. was recently reported to give a method for determining the enantiomeric excess of the alcs. via CD spectroscopy. Experiments that probe the mechanism of this assembly, which consists of 2-formylpyridine (2-PA), dipicolylamine (DPA), Zn(II) and alcs. to yield zinc complexes of tren-like ligands, are presented. The studies focus upon the mechanism of conversion of a hemi-aminal (1) to a hemi-aminal ether (3), thereby incorporating the fourth component. It was found that mol. sieves along with 3 to 4 equiv of alc. are required to drive the conversion of 1 to 3. Attempts to isolate an intermediate in this reaction via addition of strong Lewis acids led to the discovery of a five-membered ring pyridinium salt (5), but upon exposure to Zn(II) and alcs. gave different products to the assembly. This was interpreted to support the intermediacy of an iminium species. Kinetic studies reveal that the conversion of 1 to 3 is zero-order in alc. in large excesses of alc., supporting rate-determining formation of an intermediate prior to reaction with alc. Further, the magnitudes of the rate constants for interconversion of 1 and 3 are similar, supporting the notion that there are similar rate-determining steps (rds) for the forward and reverse reactions. Hammett plots show that the rds involves creation of a neg. charge (interpreted as the loss of pos. charge), supporting the notion that the decomplexation of Zn(II) from the assemblies to generate apo-forms of 1 and 3 is rate-determining The individual mechanistic conclusions are combined to create a qual. reaction coordinate diagram for the interconversion of 1 and 3.
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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate