A New Synthetic Pathway to Triphenylpyridines via Cascade Reactions Utilizing a New Iron‐Organic Framework as a Recyclable Heterogeneous Catalyst

Abstract

A new iron‐organic framework, VNU‐22 {[Fe3(BTC)(BPDC)2]·11.97H2O}, constructed from BTC3–, BPDC2– pillars and infinite [Fe3(CO2)7]∞ rod SBU, was obtained. The VNU‐22 was utilized as a heterogeneous catalyst in the synthesis of 2,4,6‐triphenylpyridines via cascade reactions from acetophenones and phenylacetic acids with ammonium acetate as a nitrogen source. This transformation is new. The VNU‐22 was more active in the cascade reactions than many homogeneous and heterogeneous catalysts. The framework catalyst was recovered and reutilized without an appreciable decline in its performance. To our best knowledge, this synthetic pathway to 2,4,6‐triphenylpyridines was not previously reported, and would attract interests from the chemical industry.

Impact of Peripheral Functionalities around a Pyridine Core on Molecular Arrangement: Potential Hole Transport Materials

“…In this line, we developed P 2 C 1 Py , P 1 C 2 Py , and P 0 C 3 Py containing one, two, and three carbazole units as substituents on the periphery of central pyridine core, respectively. To completely understand the role of carbazole and pyridine together, a molecular compound with zero carbazole units was also synthesized ( P 3 C 0 Py ) . Initial trends in HOMO–LUMO levels and E T were simulated using DFT calculations followed by theoretical evaluation of natural transition orbitals and hole and electron reorganization energies.…”

“…To completely understand the role of carbazole and pyridine together, a molecular compound with zero carbazole units was also synthesized (P 3 C 0 Py). 30 Initial trends in HOMO−LUMO levels and E T were simulated using DFT calculations followed by theoretical evaluation of natural transition orbitals and hole and electron reorganization energies. Furthermore, the crystal structure analysis revealed the impact of peripheral functionalization on molecular arrangements.…”