Azulene is a dark-blue, polar, bicyclic aromatic hydrocarbon (Figure 1) that is a non-benzenoid isomer of naphthalene.In addition to its long-standing medicinal and pharmaceutical relevance, the polar nonbenzenoid aromatic framework of azulene constitutes an attractive building block in the design of redox-addressable, optoelectronic, and conductive materials.This presentation will highlight our recent developments in the chemistry of hybrid metal/azulene platforms featuring isocyanide and thiolate junctions X along their molecular axis (Figure 2).