Adsorption of Unsaturated Amides on a Graphite Surface: <i>trans</i>-Unsaturated Amides

Bhinde, Tej; Brewer, Adam Y.; Clarke, Stuart M.; Phillips, Tamsin K.; Arnold, Thomas; Parker, Julia

doi:10.1021/jp1121257

Cited by 5 publications

(1 citation statement)

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“…Indeed, hydrogen bond formation among a variety of molecules has been extensively studied in physisorbed layers, including alcohols, [5][6][7][8][9][10][11] fatty acids [12][13][14][15][16] and amides. [17][18][19][20] A variety of other non-covalent interactions have also been observed in physisorbed layers, including halogen-halogen interactions. [21][22][23][24] An extension of this, the halogen bond -the electrostatic interaction between a halogen atom and a Lewis base -represents an important alternative and complement to the hydrogen bond.…”

Section: Introductionmentioning

confidence: 99%

Supramolecular self-assembled network formation containing N⋯Br halogen bonds in physisorbed overlayers

Brewer

Sacchi

Parker

et al. 2014

Phys. Chem. Chem. Phys.

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The formation of a halogen bonded self-assembled co-crystal physisorbed monolayer containing N···Br interactions is reported for the first time. The co-crystal monolayer is identified experimentally by synchrotron X-ray diffraction and the structure determined. Density functional theory (DFT) calculations are also employed to assess the magnitudes of the different interactions in the layer. Significantly, compared to other halogen bonds in physisorbed monolayers we have reported recently, the N···Br bond here is found to be non-linear. It is proposed that the increasing importance of the lateral hydrogen bond interactions, relative to the halogen bond strength, leads to the bending of the halogen bonds.

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