A transition metal- and photosensitizer-free approach for site-selective (hetero)arylation of polychlorinated heteroarenes?
Chemical Communications Pub Date: 2023-07-11 DOI: 10.1039/D3CC02968A
Abstract
We have developed an effective photochemical method for site-selective (hetero)arylation of polychlorinated heteroarenes. This approach eliminates the need for transition metal catalysts and photosensitizers by relying on in situ formation of unconventional electron donor–acceptor (EDA) complexes between two substrates and a basic additive. Our protocol yields chlorine-containing biaryl heterocyclic compounds with high levels of site-selectivity, which are of significant importance in both synthetic and medicinal chemistry.
Recommended Literature
- [1] Enabling high-throughput single-animal gene-expression studies with molecular and micro-scale technologies Jason WanLab Chip, 2020,20, 4528-4538 10.1039/D0LC00881H
- [2] Excellent kinetics of single-phase Gd-doped ceria fuel electrodes in solid oxide cells? Andreas Nenning,Manuel Holzmann,Jürgen Fleig,Alexander K. OpitzMater. Adv., 2021,2, 5422-5431 10.1039/D1MA00202C
- [3] Examination of the hydrogen-bonding networks in small water clusters (n = 2–5, 13, 17) using absolutely localized molecular orbital energy decomposition analysis? Erika A. Cobar,Paul R. Horn,Robert G. Bergman,Martin Head-GordonPhys. Chem. Chem. Phys., 2012,14, 15328-15339 10.1039/C2CP42522J
- [4] Excited state dynamics of symmetric and asymmetric Cr3(dpa)4Cl2 measured using femtosecond transient absorption spectroscopy? Chao-Han Cheng,Wen-Zhen Wang,Shie-Ming Peng,I-Chia ChenPhys. Chem. Chem. Phys., 2017,19, 25471-25477 10.1039/C7CP03968A
- [5] Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)– Chem. Commun., 1998, 1501-1502 10.1039/A801804I
- [6] Enabling stable MnO2 matrix for aqueous zinc-ion battery cathodes? Yiding Jiao,Liqun Kang,Jasper Berry-Gair,Kit McColl,Jianwei Li,Haobo Dong,Hao Jiang,Ryan Wang,Furio Corà,Dan J. L. Brett,Ivan P. ParkinJ. Mater. Chem. A, 2020,8, 22075-22082 10.1039/D0TA08638J
- [7] Emerging investigator series: first-principles and thermodynamics comparison of compositionally-tuned delafossites: cation release from the (001) surface of complex metal oxides? Joseph W. Bennett,Diamond T. Jones,Blake G. Hudson,Joshua Melendez-Rivera,Robert J. Hamers,Sara E. MasonEnviron. Sci.: Nano, 2020,7, 1642-1651 10.1039/C9EN01304K
- [8] Estimates of hydride ion stability in condensed systems: energy of formation and solvation in aqueous and polar-organic solvents Craig A. Kelly,David R. RosseinskyPhys. Chem. Chem. Phys., 2001,3, 2086-2090 10.1039/B010092G
- [9] Exchangeability of amino acid residues with similar physicochemical properties in coiled-coil interactions? Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng CaiChem. Commun., 2013,49, 11086-11088 10.1039/C3CC46560H
- [10] Exceptional activity of sub-nm Pt clusters on CdS for photocatalytic hydrogen production: a combined experimental and first-principles study? Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander OrlovCatal. Sci. Technol., 2015,5, 2059-2064 10.1039/C4CY01563K
Journal Name:Chemical Communications
research_products
-
CAS no.: 89640-58-4