N,N′-Dimethylbenzamidine and derivatives: Preparations, structures, and hydrogen bond networks therein

Chen, Weizhong; Xu, Guolin; Jablonski, Conrad G; Ren, Tong

doi:10.1016/j.molstruc.2008.03.018

Cited by 5 publications

(1 citation statement)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In the case of L1 , N−H⋅⋅⋅N′ hydrogen bonding associates individual molecules into infinite 1D chains that run along the a ‐axis of the unit cell with N2⋅⋅⋅N1′=2.871 Å, a short intermolecular N2−H⋅⋅⋅N1′ hydrogen bond distance of 2.106 Å and a N2−H⋅⋅⋅N1′ angle of 147.9° (see the panels B and C of Figure 4). Such chain motifs are also present in other N,N ′‐dimethyl‐substituted benzamidines such as the simple phenyl derivative and its 3‐trifluoromethyl‐, 3‐methoxy‐, 4‐bromo‐, 4‐iodo‐ and 4‐nitro‐substituted congeners [15c,30] . Within every chain, the phenyl rings alternately point to different sides (Figure 4, panel B).…”

Section: Resultsmentioning

confidence: 87%

Synthesis and crystal structures of rhodium acetate paddle‐wheel complexes with anchor group‐functionalised and hydrogen bond‐supported axial ligands

Winter

Mang

Linseis

2022

Zeitschrift anorg allge chemie

View full text Add to dashboard Cite

We report the synthesis and X‐ray structures of four Rh2(OAc)4(LAx)2 (OAc=acetate, CH3COO−) paddle‐wheel complexes (C1−C4) with methylthio‐modified axial ligands LAx derived from benzamidine (L1), anilinopyrimidine (L2) or isothiourea (L3, L4) that are capable of forming N−H⋅⋅⋅O hydrogen bonds to the equatorially bridging acetate ligands. This was done with the aim to suppress dissociation of the axial ligands and to make the complexes amenable to single‐molecule conductance measurements in a scanning tunneling microscope break‐junction (STM‐BJ) setup. The characteristic spectroscopic features (NMR, IR, vis), crystal structures, the hydrogen‐bonding motifs and a DFT‐based screening of their frontier molecular orbitals are presented. Our calculations suggest that hydrogen‐bonding stabilises axial ligand binding by 15 kJ/mol to 30 kJ/mol and that the HOMO of the rhodium paddle‐wheels is closer to the Au work function than the LUMO, so that the rhodium paddle‐wheels are expected to constitute hole conductors.

show abstract

Section: Resultsmentioning

confidence: 87%