Aggregation-induced emission based on a fluorinated macrocycle: visualizing spontaneous and ultrafast solid-state molecular motions at room temperatureviaF⋯F interactions

Abstract

We first report efficient construction of novel tetraphenethylene (TPE)-based macrocycles with various mechanofluorochromism (MFC) behaviors of solid-state molecular motions. The diverse solid-state molecular motion behaviors of the facile 18-33 membered...

Straightforward intra/intermolecular cyclization to AIE-active cyclic TPE: selectively distinguishing benzaldehyde and a temperature sensor

“…S23, ESI†). Furthermore, the single crystals of 341F and 381F possessed monoclinic unit cells with a herringbone arrangement, in which multiple intermolecular interactions (C–H⋯π = 2.835, 2.852, 2.881, 2.894 Å, C–H⋯H = 2.383 Å, C–F⋯H 54 = 2.642, 2.665, 2.646 Å, C–F⋯π 37 = 3.000 Å, C–H⋯O = 2.597 Å) existed between adjacent molecules of 341F (Fig. 6(b)) and plentiful intermolecular interactions (C–F⋯H = 2.589, 2.610, 2.567, 2.518, 2.454, 2.625, 2.405, 2.658, 2.474 Å C–F⋯C 55 = 3.057 Å, C–F⋯F 37 = 2.898, 2.921 Å, C–F⋯O 37 = 2.796 Å, C–H⋯H = 2.297, 2.330 Å, C–F⋯π = 3.142, 3.162, 3.165 Å, C–H⋯O = 2.652, 2.589 Å, C–O⋯π = 3.101 Å, C–H⋯π = 2.808, 2.829, 2.875, 2.782, 2.697 Å) occurred between adjacent molecules of 381F (Fig.…”

“…In previous work, a series of polyfluorinated macrocycles with the integration of AIE and reversible MFC features were synthesized, fulfilling speedy self-reversible MFC behavior via intermolecular interactions of F atom. 37…”

Fluorescent cyclophanes and their applications

“…Consequently, it has been incorporated in numerous macrocycles and cages in order to produce 252 AIE. Many cyclophanes 253 or metallocyclophanes 254 containing a tetraphenylethylene unit and polymers combining both elements 255 possess this property. Some of these cyclophanes were employed in sensing and detection applications.…”

Tetraphenylethylene-Incorporated Macrocycles and Nanocages: Construction and Applications

“…This [2]­catenane demonstrated a reversible self-assembly-induced AIE phenomenon in both aqueous solution and the solid state. Later in 2020, Zeng, Zhao, and co-workers synthesized (Scheme ) two series of fluorescence-tunable macrocycles, namely, two-TPE-unit-incorporated, 38 – 43 , and three-TPE-unit-incorporated, 44 – 49 , macrocycles. They discovered that the changes in the fluorescence emissions of these macrocycles can be modulated by adjusting the sizes and shapes of the loops or introducing a fluoroalkyl loop.…”