1066855-93-3

Upstream product

• 1066855-92-2 4,4'-(4,5-bis(dodecycloxy)-1,2-phenylene)-bis(2-methylbut-3-yn-2-ol) 

Downstream Products

• 1066856-02-7 4-(4,5-bis(dodecycloxy)-2-(phenylethynyl)phenyl)-2-methylbut-3-yn-2-ol 
• 1066856-28-7 C₈₀H₁₂₂O₆ 
• 1253228-23-7 C₈₄H₁₂₄O₆ 
• 1253228-18-0 C₈₈H₁₂₆O₆ 

Relevant academic research and scientific papers

Arylene ethynylene macrocycles with intramolecular π-π Stacking

Arylene ethynylene macrocycles containing 9,10-anthrylene or 1,4-naphthylene units were synthesized. In chloroform, significant resonance upfield shifting was observed with β-protons of anthrylene and naphthylene in NMR spectra. This was considered to result from partial stacking of these aromatic units intramolecularly, driven by attractive π-π interactions. DFT calculations supported the proposed intramolecular stacking motif. Moreover, a liquid-crystal phase was exhibited by the anthrylene-containing macrocycle, by virtue of the unique discotic shape.

Folding a conjugated chain: Oligo(o-phenyleneethynylene-alt-p- phenyleneethynylene)

(Chemical Equation Presented) An oligo(o-phenyleneethynylene-alf-p- phenyleneethynylene) was synthesized to create a conjugated molecule capable of adopting a helical secondary structure. A special feature of such a folded molecule is that the effective directions of energy/charge transport via covalent conjugation and through π-π stacking are converged to be along the helix axis. The transition from random conformations to the helix, driven by solvophobic and aromatic stacking interactions, was controlled by solvent properties. UV-vis and fluorescence spectroscopies gave supportive evidence for the folding process.