It is clear that some of the found molecules may be challenging to synthesize or isolate. For example, the imine unit of molecule 9 can be subject to hydrolysis. Moreover, the presence of both nucleophilic amino and electrophilic aldehyde functionalities in molecules 9 and 10 may cause these to undergo oligomerization reactions. Yet, instead of protecting the amino group, it could be attractive to simply make the structure part of a monomeric repeat unit of a polymer scaffold via the amine functionality, allowing organization of DHA units along a polymer and thereby not only separating the units from intermolecular reactions, but possibly also enhancing the energy density as observed for some azobenzene-based materials. It is possible to incorporate a bromo substituent at position 3 of DHA, and this compound may serve as a precursor for introducing the amino functionality of 10 by a metal-catalyzed amination. If the aldehyde functionalities are already installed at this stage, they should be protected as for example acetals. A synthetic protocol for introducing a cyano group at position 7 was recently reported. Synthetic protocols for installing aldehyde groups need to be developed (relevant for both 9 and 10), while a method for introducing acetyl groups at positions 6 or 7 has been reported from an ethynyl-substituted precursor. Functionalization at position 2 of DHA is usually accomplished early in the synthesis via an acetophenone as the key substrate. For the target molecules suggested above, acetophenone would thus have to be replaced by other substrates. We reckon that introduction of alkyl groups in the seven-membered ring can also be done early in the synthesis; maybe from an alkylated tropone as precursor. In this regard, a convenient synthesis of 5,7-dimethyl-DHA has been reported using 2,7-dimethyltropone as starting material. In all, development of functionalization methods of DHA is a very active area, and the target molecules suggested in this work are important for guiding synthetic chemists towards developing new, relevant protocols to be used in combination with existing methods.