The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 3-Pyridinepropionic acid, is researched, Molecular C8H9NO2, CAS is 3724-19-4, about Influence of H-Bond Strength on Chelate Cooperativity, the main research direction is ether phenol intramol hydrogen bond zinc porphyrin pyridine complex; zinc porphyrin phenol association constant pyridyl ether.Reference of 3-Pyridinepropionic acid.
Intermol. complexes formed between metalloporphyrins and pyridine ligands equipped with multiple H-bond donors and acceptors were used to measure the free energy contributions due to intramol. ether-phenol H-bonding in the 24 different supramol. architectures using chem. double mutant cycles in toluene. The ether-phenol interactions are relatively weak, and there are significant populations of partially bound states where between zero and four intramol. H-bonds are made in addition to the porphyrin-ligand coordination interaction. The complexes were analyzed as ensembles of partially bound states to determine the effective molarities for the intramol. interactions by comparison with the corresponding intermol. ether-phenol H-bonds. The properties of the ether-phenol interactions were compared with phosphonate diester-phenol interactions in a closely related ligand system, which has more powerful H-bond acceptor oxygens positioned at the same location on the ligand framework. This provides a comparison of the properties of weak and strong H-bonds embedded in the same 24 supramol. architectures. When the product of the intermol. association constant and the effective molarity KEM > 1, there is a linear increase in the free energy contribution due to H-bonding with log EM, because the intramol. interactions contribute fully to the stability of the complex. When KEM < 1, the H-bonded state is not significantly populated, and there is no impact on the overall stability of the complex. Intermol. phosphonate diester-phenol H-bonds are 2 orders of magnitude stronger than ether-phenol H-bonds in toluene, so for the phosphonate diester ligand system, 23 of the 24 supramol. architectures make intramol. H-bonds. However, only 8 of these architectures lead to detectable H-bonding in the ether ligand system. The other 15 complexes have a suitable geometry for formation of H-bonds, but the ether-phenol interaction is not strong enough to overcome the reorganization costs associated with making intramol. contacts, i.e., KEM < 1 for the ether ligands, and KEM > 1 for the phosphonate diester ligands. The values of EM measured for two different types of H-bond acceptor are linearly correlated, which suggests that EM is a property of the supramol. architecture. However, the absolute value of EM for an intramol. phosphonate diester H-bond is ∼4 times lower than the corresponding value for an intramol. ether-phenol interaction embedded in the same supramol. framework, which suggests that there may be some interplay of K and EM.
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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem