2019
DOI: 10.1002/anie.201902526
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Proof of Concept for Hydrogen Bonding to Gold, Au⋅⋅⋅H−X

Abstract: Convincing and consistent evidence for the existence of hydrogen bonding to gold has been obtained. An ammonium or pyridinium group has been shown to be an efficient hydrogen bond donor unit for gold(I) coordination centers, and the assembly leads to the structural pattern typical for standard hydrogen bonds. This constitutes the first rigorous, scrutinizing, and comprehensive study of hydrogen bonds to a metal atom, with gold being an ideal model element because of relativistic effects.

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Cited by 70 publications
(62 citation statements)
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“…These results highlight a new feature of the MeDalphos ligand framework in gold chemistry, besides its ability to trigger Au( i )/Au( iii ) two-electron redox transformation 13,23 and to support hydrogen bonding to gold( i ). 24 It is also noteworthy that the isolated P^N gold( i ) π-complexes are reactive and amenable to catalysis, as substantiated by the chemo and regio-selective alkylation of indoles. The use of bidentate ligands in π-activation of alkenes at gold may be very interesting to circumvent the inherent difficulty associated with monodentate ligands and two-coordinate linear complexes when dealing with asymmetric catalysis using chiral ligands.…”
Section: Discussionmentioning
confidence: 99%
“…These results highlight a new feature of the MeDalphos ligand framework in gold chemistry, besides its ability to trigger Au( i )/Au( iii ) two-electron redox transformation 13,23 and to support hydrogen bonding to gold( i ). 24 It is also noteworthy that the isolated P^N gold( i ) π-complexes are reactive and amenable to catalysis, as substantiated by the chemo and regio-selective alkylation of indoles. The use of bidentate ligands in π-activation of alkenes at gold may be very interesting to circumvent the inherent difficulty associated with monodentate ligands and two-coordinate linear complexes when dealing with asymmetric catalysis using chiral ligands.…”
Section: Discussionmentioning
confidence: 99%
“…26 H bond energy, and thus its effectiveness, is known to depend on the D and A nature, remaining weaker than covalent bonds. 27 A and D sites must be electronegative atoms of the first row of the periodic table (i.e. N, O, F or Cl), 28 and the environment (steric hindrance, substituent, angle of H bonds, …) has also an impact on the H bond force.…”
Section: Hydrogen Bonds Brief Definitionmentioning
confidence: 99%
“…In order to illustrate and further extend the idea of using TDA for interatomic interactions, we have chosen a molecular system studied recently by Anderson et al, Au 4 ‐S‐C 6 H 4 ‐S′‐Au′ 4 (Figure ), which is interesting in the context of gold‐sulfur and gold‐hydrogen interactions due to their ubiquity in metalorganic complexes and on interface—a proof of many faces of the fascinating chemistry of gold . A remarkable finding of the study of Anderson et al is that it characterized the emergence of NCIs between gold and hydrogen centers, using the Quantum Theory of Atoms‐In‐Molecules (QTAIM)…”
Section: Introductionmentioning
confidence: 99%