Several axially chiral bisbenzo[a]phenazines have been synthesized, including two different regioisomers. The mechano-, solvato-, and thermochromic properties of one particular novel tetrachlorinated in-in-bisbenzo[a]phenazine were investigated and determined to arise from the break down of the crystal lattice. X-ray crystallography analysis reveals the crystals are held together by weak hydrogen-bonding to chlorines and nitrogens. These crystals consist of molecular cages, which enclose linear alkane molecules. Exposure of orange amorphous material to various linear alkanes facilitates crystallization as determined by powder X-ray diffraction. This phase transition is accompanied by a color change from orange to yellow. This color change was quantified using photo-image processing. The energy of the transition from the crystalline to the amorphous phase was studied using modulated differential scanning calorimetry.

Examination of axially chiral tetrachlorinated bisbenzo[<i>a</i>]phenazine

248th National Meeting (2014)

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Examination of axially chiral tetrachlorinated bisbenzo[a]phenazine