A novel carbazolyldiacetylene derivative of 5-[1,2]dithiolan-3-ylpentanoic acid 1,6-bis((N-carbazol-3-yl)methyl)-2,4-hexadiyne ester (DCHD-HS) was synthesized. DCHD-HS showed unusual fluorescence enhancement when it was bound to gold nanoparticles. The studies also showed that varied solvents and ratios of ligand/gold particles that served as the driving forces to control aggregation resulted in emission enhancement. A rational explanation for this phenomenon was discussed and elucidated.