Bonding in Tropolone, 2‐Aminotropone, and Aminotroponimine: No Evidence of Resonance‐Assisted Hydrogen‐Bond Effects

Abstract

Chlorine–fluorine exchange in XeF+ leads to the orange crystalline salt [XeCl]+[Sb2F11]− (see structure), which is stable below −10°C. Thus, the number of known noble gas monohalogen cations is now three and, as calculations show, is approaching the theoretically possible limit. The synthesis of other such compounds—with the exception of ArF+, which remains a formidable task—seems unlikely.

Computational investigation on the intramolecular resonance-inhibited hydrogen bonding: a new type of interaction versus the RAHB model

“…They proposed the term "resonance-assisted binding" instead of RAHB due to the main contribution of resonance in the electrostatic nature of the corresponding HBs. However, more recently, Elguero and Yanez et al have disseminated a series of papers and claimed that the main contributor to the HB strength in many resonance-HB systems is the change of molecular geometry rather than the resonance [12][13][14][15][16][17].…”

Reinvestigation of intramolecular hydrogen bond in malonaldehyde derivatives: An ab initio, AIM and NBO study

“…When the proton donor and acceptor are connected by a conjugated framework, a resonance assisted hydrogen bond (RAHB) is introduced. As Gilli et al [3] announced this concept, it has become one of the most frequently used words in structural chemistry, and however, it has become the subject of various challenges by Elgureo and coworkers [4][5][6][7]. The RAHB systems belong to the strong hydrogen bond interactions and thus lead to significant change in geometrical parameters, vibrational frequencies, and electronic energy of the molecules.…”

Synthesis and Structural Characterisation of New Bifunctional o-Hydroxyacetophenones – Potential Linker Molecules for Coordinative Framework Construction

“…1) correlates with the concept of the so-called 'Intramolecular Resonance Assisted Hydrogen Bond (IRAHB) formation' [31], which suggests a synergistic mutual reinforcement of intramolecular hydrogen bonding due to π-electron delocalisation, but its significance has lately been disputed [32].…”