Fluorescent Macrocycles with Customizable Backbone: Design, Synthesis, and Detection of Explosive Picric Acid.

Synthesis of size and functional-group tunable dansyl-appended fluorescent macrocycles , , , , , and using click reaction is reported. Macrocycles were extensively characterized by using various spectroscopic and theoretical techniques. Fluorescent macrocycles showed positive-solvatofluorism, high quantum yields, and strong interactions with nitroaromatic-explosives.

Template Assisted Formation of 32 and 34π Octaphyrins Embedded with Dithienopyrrole Cores: A New Scaffold to Unravel Proton Coupled Redox Switching and (Anti)Aromaticity.

Herein, we report two distinct octaphyrins obtained by the condensation of new dithieno[3,2-b:2',3'-d]pyrrole based tetrapyrrane under two different acidic conditions. Fourfold meso-substituted octaphyrin was the major product when the reaction was performed in the presence of an aryl aldehyde using trifluoroacetic acid. Whereas, the sixfold meso-substituted octaphyrin was obtained when the precursor was condensed with pentafluorobenzaldehyde using para-toluenesulfonic acid.

Conformationally Distinct [26]Heterorubyrin(1.1.0.1.1.0) Macrocycles and Their Bis-BODIPYs: Synthesis, Structure, and Optical Properties.

Two conformationally different [26]rubyrin(1.1.0.

Disruption of Antiaromaticity in Structurally Related Expanded Porphyrin-like Macrocycles with Benzene Linkers.

1,4-Phenylene-linked cyclotrimer () and cyclotetramer () have been synthesized via Lewis acid-catalyzed self-condensation of appropriate precursors. Structural and Density Functional Theory (DFT) studies reveal the disruption of annulenic conjugation in both and by linking phenylene rings prevented them from global antiaromaticity. The single crystal X-ray structure of reveals all the nitrogens are pointing toward the macrocyclic core with near-planar and square-shaped geometry, thus in sharp contrast to the ring-strained conformation of .

Synthesis, Structure, and Optical Properties of Di--benzihexaphyrins (1.1.0.0.0.0) and Di--benziheptaphyrins (1.0.1.0.0.0.0): Blackening of -Phenylene-Linked Dicarbaporphyrinoids by Simple π-Expansion.

Acid-catalyzed condensation of a newly prepared di--benzipentapyrrane with appropriate mono- and diheterocyclic dialcohols selectively produced stable di--benzihexaphyrins and di--benziheptaphyrins with only two -carbon bridges. Single-crystal X-ray diffraction analyses reveal planar conformation with slight distortion of bridged phenylene rings. Despite the presence of -phenylene units interrupting the global delocalization, the presence of bithiophene units in di--benziheptaphyrins exhibits altered optical features covering the entire visible region (ca.

Planar Antiaromatic Core-Modified 24π Hexaphyrin(1.0.1.0.1.0) and 32π Octaphyrin(1.0.1.0.1.0.1.0) Bearing Alternate Hybrid Diheterole Units.

The Lewis acid catalyzed self-condensation of hybrid diheterole (furan-pyrrole and thiophene-pyrrole) precursors has afforded novel Hückel antiaromatic 24π hexaphyrin(1.0.1.