Related Experiment Video
Updated: Oct 11, 2025

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
Directed ortho and Remote Metalation-Suzuki-Miyaura Cross Coupling Route to Azafluorenol Core Liquid Crystals
Ping-Shan Lai1, Ross D Jansen-van Vuuren1, Robert P Lemieux2
1Queen's University, Chernoff Hall, 9 Bader Lane, Kingston, Ontario K7K 2N1, Canada.
Abstract:
Two new smectic C* mesogens containing a hexyloxy side chain and an azafluorenone (3a) or azafluorenol (3b) core were synthesized using a combined directed ortho metalation-directed remote metalation-Suzuki-Miyaura cross-coupling strategy. 3b was formed in 10 steps and 25% overall yield based on starting benzamide 1a. 3a forms a nematic phase, while 3b forms a smectic A phase. The large temperature range of the smectic phase for the azafluorenol 3b is indicative of mesophase stabilization by intermolecular hydrogen bonding between the hydroxyl group and pyridine nitrogen of neighboring 3b molecules.
More Related Videos
08:25Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
04:51Author Spotlight: Functionalizing Metal-Organic Frameworks: Advancements, Challenges, and the Power of Post-Synthetic Ligand Exchange
Published on: June 23, 2023
Related Concept Videos
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction
Preparation of 1° Amines: Azide Synthesis
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Acid Halides to Amides: Aminolysis
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...