Fluoromaticity: The Molecular Orbital Contributions of Fluorine Substituents to the 蟺-Systems of Aromatic Rings was written by Fuhrer, Timothy J.;Houck, Matthew;Iacono, Scott T.. And the article was included in ACS Omega in 2021.Safety of 2,3,4,5,6-Perfluoropyridine The following contents are mentioned in the article:
The addition of fluorine atoms to an aromatic ring brings about an addnl. set of 蟺-bonding and antibonding orbitals culminating after the addition of the sixth fluorine with a new set of 蟺-aromatic-like orbitals that affect the mol. in a way that we will refer to hereafter as “fluoromaticity”. Depending on the number and position of the fluorine atoms, the contributed 蟺-orbitals can even further stabilize the ring leading to smaller bond lengths within the ring and higher resistance to addition reactions. This added ring stability partially explains the high thermostability and chem. resistance found in polymers containing fluorinated aromatics in their architecture. A similar MO effect is seen with the addition of other halogen atoms to aromatic rings, though to a much smaller degree and not resulting in the addnl. ring stability. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Safety of 2,3,4,5,6-Perfluoropyridine).
2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Safety of 2,3,4,5,6-Perfluoropyridine