Crystal Structure of a New Ordered form of Ammonium Hydrogen Succinate NH4HC4H4O4

Lemoine, Pierric; Dumait, Noée; Dorcet, Vincent; Cordier, Stéphane

doi:10.1007/s10870-018-0757-8

Cited by 1 publication

(1 citation statement)

References 21 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Strong intermolecular ionic hydrogen bonding in hydrogen succinates has been revealed previously by X-ray diffraction studies. [25][26][27] The anion forms infinite linear chains through hydrogen bonding with short O•••O distances of about 2.45 Å, which matches the presently calculated O•••O distances. An intramolecular hydrogen bond with O•••O distances between 2.41 and 2.45 Å has been reported for the X-ray structures of the monoanion of (±),𝛼,𝛼'-di-t-butylsuccinic acid, which was claimed to exhibit the strongest H-bond ever.…”

Section: Hydrogen Bonding In the Hydrogen Succinate Anionsupporting

confidence: 85%

Intramolecular Hydrogen Bonding in DIBMA Model Compounds

Walree

2022

Macro Theory & Simulations

View full text Add to dashboard Cite

The structure of model compounds for the amphiphilic copolymer poly(diisobutylene-alt-maleic acid), DIBMA, is investigated with (gas phase) B3LYP/6-31G** and PM7 calculations. It is found that in the monoprotonated state of the repeating unit strong (about 70 kJ mol −1 ) ionic hydrogen bonds are formed within the hydrogen succinate rings, which impart partial structural rigidity on the backbone of the copolymer. Based on literature pK a values of the first and second deprotonation step of the succinic acid units, it is argued that the ionic hydrogen bonds are likely to be present in aqueous solution as well. The main chain conformation depends strongly on the stereochemical configuration of the carbon atoms in the hydrogen succinate rings. The possible consequences of the hydrogen bonding for the mechanism of membrane solubilization by maleic acid-based amphiphilic copolymers are discussed.

show abstract

Section: Hydrogen Bonding In the Hydrogen Succinate Anionsupporting

confidence: 85%

Intramolecular Hydrogen Bonding in DIBMA Model Compounds

Walree

2022

Macro Theory & Simulations

View full text Add to dashboard Cite

show abstract

Crystal Structure of a New Ordered form of Ammonium Hydrogen Succinate NH4HC4H4O4

Cited by 1 publication

References 21 publications

Intramolecular Hydrogen Bonding in DIBMA Model Compounds

Intramolecular Hydrogen Bonding in DIBMA Model Compounds

Contact Info

Product

Resources

About