A question for users of our Chemistry Collection and SDK. We're contemplating an update to enable stereochemistry on two specific molecule classes:
 

• Phosphinic Acids: RP(=O)(O)R
• Sulfinic Acids: RCS(=O)O

These are similar cases in that they have tetrahedral geometry at a heteroatom with two connected oxygens. Typically, these compounds exist as a mixture of enantiomers due to interconversion when deprotonated and are usually depicted without stereochemistry. But the structures of the protonated compounds do have chiral geometry.

We'd appreciate your insights: Is there utility in representing these functional groups as potentially chiral?