Description
Title: Malondialdehyde-Formed Triel Bond: Effects on Intramolecular H-Bond and Proton Transfer
Abstract: Malondialdehyde (MDA) forms a triel bond (Tribe) with TrX3 (Tr = B and Al; X = H, F, Cl, and Br) in three different ways, with the central carbon atom, the carbonyl atom, and the hydroxyl atom of MDA serving as the respective electron donors in each case. In the first two categories of complexes, the TrB and AHX secondary interaction coexist. In comparison to the hydroxyl O, the carbonyl O forms a stronger TrB, and both of them are superior electron donors to the central carbon atom. In contrast to the carbonyl O-formed TrB, which weakens the intramolecular H-bond and inhibits proton transfer, the hydroxyl O-formed TrB enhances the intramolecular H-bond in MDA and thereby promotes proton transfer in MDA-BX3 (X = Cl and Br) and MDA-AlX3 (X = halogen). The central carbon atom’s formation of the TrB has little effect on the H-bond. In triel-bonded complexes between the hydroxyl O and TrH3 (Tr = B and Al), the proton transfer can also be realized by substituting BH2 on the central C-H bond.
Keywords: triel bond; hydrogen bonding; proton transfer; NBO
Paper Quality: SCOPUS / Web of Science Level Research Paper
Subject: Chemistry
Writer Experience: 20+ Years
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