Anisotropic Dissociation of pi-pi Stacking and Flipping-Motion-Induced Crystal Jumping in Alkylacridones and Their Dicyanomethylene Derivatives

作者：Takeda Takashi^*; Akutagawa Tomoyuki

来源：Chemistry - A European Journal, 2016, 22(23): 7763-7770.

DOI：10.1002/chem.201600794

• acridones
• crystal growth
• molecular motion
• structure-activity relationships
• thermosalient effects

Ethylacridone (1b) and dicyanomethylenated acridones 2a, b, d showed crystal-jumping activity upon heating. This is the first example of thermosalient behavior in a simple aromatic ketone and its derivatives. A systematic investigation of the jumping behavior of derivatives with different alkyl chains by variable-temperature X-ray crystal-structure analyses revealed the mechanism of this phenomenon. Anisotropic dissociation of pi stacking in a dimer was important for inducing crystal jumping in 1b, whereas the collective fluctuation/flipping motion of a dicyanomethylene unit induced crystal jumping in 2.

• 出版日期2016-6-1