Category Archives: Non-covalent Interactions

Sulfur hydrogen bonds

Hydrogen bonds (HBs) involving sulfur are considered much weaker than those of more electronegative atoms. We recently published a comparison between the HBs in the furfuryl mercaptan – water dimer and compared the HBs with those in furfuryl alcohol. The investigation was published in Chemistry – A European Journal. and highlighted in the Journal cover.

The cover below shows a 3D map of electronegativity along the periodic table and the observed dimers.

 


Sparteine in PCCP

The dimer sparteine-water has been highlighted as cover of PCCP and part of “2017 PCCP HOT Articles“. Sparteine is a tetracyclic quinolizidine alkaloid used in assymetric synthesis, with two trans and cis conformations. We investigated whether addition of a water molecule flips the molecule by formation of a double hydrogen bond to the cis diamine used in metal complexation. Kinetic reasons explain that the cluster retains the monomer trans conformation.

In the cover picture below the conversion between the observed trans isomer (above) and the alternative cis isomer (below).