17788-93-1

Basic information

• Product Name: 4,4''-bis-cyano[1,1';4',1'']terphenyl
• CAS NO: 17788-93-1
• Molecular Weight: 280.329
• Mol File: 17788-93-1.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 4,4''-bis-cyano[1,1';4',1'']terphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4''-bis-cyano[1,1';4',1'']terphenyl(17788-93-1)
• EPA Substance Registry System: 4,4''-bis-cyano[1,1';4',1'']terphenyl(17788-93-1)

Safety Data

• Hazardous Substances Data: 17788-93-1(Hazardous Substances Data)

Upstream product

• 623-00-7 4-bromobenzenecarbonitrile 
• 106-37-6 1.4-dibromobenzene 
• 126747-14-6 4-cyanophenylboronic acid 
• 4612-26-4 1,4-Phenyldiboronic acid 
• 3282-11-9 p,p-dinitro-p-terphenyl 
• 92-94-4 [1,1';4',1'']terphenyl 
• 3365-85-3 4,4''-diamino-p-terphenyl 
• 151-50-8 potassium cyanide 

Relevant articles and documents

A highly efficient and recyclable Pd(II) metallogel catalyst: A new scaffold for Suzuki-Miyaura coupling

A convenient and practical procedure to prepare Pd(II) metallogel as a highly efficient and recyclable catalyst for Suzuki-Miyaura coupling has been developed. Such metallogel shows highly processable and reversible responses to thermal and mechanical stimuli. The xerogel is a highly efficient (0.005?mol% Pd) heterogeneous catalyst for Suzuki-Miyaura couplings with arylhalides and phenylboronic acids in excellent yield in water or ethanol under ambient atmosphere. The reaction could be scaled up to 10?gram scale with 0.001?mol% Pd catalyst loading with 99% yield. The catalyst can be recycled and reused at least seven times without loss of activity.

Synthesis, characterization and catalytic performance of palladium supported on pyridine-based covalent organic polymer for Suzuki-Miyaura reaction

A bipyridine-based covalent organic polymer (COP) was successfully synthesized by condensation of trimesoyl chloride (TMC) and 2,2′-bipyridine-5,5′-diamine (Bpy) under ambient conditions. This material was modified by coordination of PdCl2 to COP framework, affording a hybrid material, Pd@TMC-Bpy COP, which was applied as a highly efficient heterogeneous catalyst for Suzuki-Miyaura reaction under ligand-free conditions in ethyl lactate. The catalyst could be reused for five times without obvious loss of its activity.

Catalytic synthesis of Bi- and teraryls in aqueous medium with palladium(II) complexes of 2-(pyridine-2-ylmethylsulfanyl)benzoic acid

Suzuki-Miyaura coupling reactions of phenylboronic and 1,4-phenylenediboronic acid with ArBr to form bi- and teraryls have been efficiently catalyzed by the air- and moisture-insensitive complexes [PdCl2L1] [1, L1 = 2-(pyridine-2-ylmethyl)sulfanylbenzoic acid; 0.05-0.5 mol-%] and [Pd(L2-H)2] (2, L2-H = 2-pyridin-2-yl-benzo[b]thiophen-3-ol; 0.01-0.5 mol-%). The complexes were formed by the reaction of [Pd(CH3CN)2Cl2] with L1, and the catalysis proceeds in water for 1. The loading of 0.1-0.5 mol-% of Pd is very promising for the coupling reactions to form teraryls. The COOH group imparts solubility to 1 in water. Ligand L2 is formed by the unprecedented cyclization of L1 in the course of the complexation reaction. The yield of 2 increases with the reaction time (5 h: 70%; 24 h: 85%). The two complexes and L1 have been characterized by NMR spectroscopy (1H and 13C{1H}). The single-crystal structures of 1 and 2 have been solved, and the Pd-S, Pd-N, and Pd-O bond lengths are 2.269(2), 1.999(6)-2.057(2), and 1.9787(17) A?, respectively. Nanoparticles (NPs) with a narrow size distribution (ca. 3.0-5.5 nm for 80-85% of the particles) formed at the start of these reactions and appear to be important for the catalytic coupling. Poisoning experiments and a two-phase test have shown that the catalysis is largely homogeneous and involves [Pd0-PdII] processes. The bond lengths and angles calculated by DFT are consistent with the experimental ones.