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We investigated the mechanochromic behavior of donor-pi-acceptor compounds which consisted of diphenylaminophenylacetylene as a donor-pi moiety and (hetero)aromatic ring bearing ester as an acceptor. The compounds with dicyanobenzoic ester gave the bathochromic shift by grinding, whereas the compounds consisted of the ester with benzene, imidazole, and thiazole rings showed the hypsochromic shift. From single-crystal X-ray analysis, we revealed that the compound with bathochromic shift gave the herringbone alignment with H-aggregate-like pi-stacking in the crystal structure. On the contrary, the compounds with hypsochromic shift showed the structure with the alignment of long axis of the molecule in crystal structure.
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Reference£º
Thiazole | C3H8247NS – PubChem,
Thiazole | chemical compound | Britannica