“Magic chloro”: profound effects of the chlorine atom in drug discovery

D Chiodi, Y Ishihara - Journal of Medicinal Chemistry, 2023 - ACS Publications
Chlorine is one of the most common atoms present in small-molecule drugs beyond carbon,
hydrogen, nitrogen, and oxygen. There are currently more than 250 FDA-approved chlorine …

Not only hydrogen bonds: Other noncovalent interactions

I Alkorta, J Elguero, A Frontera - Crystals, 2020 - mdpi.com
In this review, we provide a consistent description of noncovalent interactions, covering most
groups of the Periodic Table. Different types of bonds are discussed using their trivial …

Creating organic functional materials beyond chemical bond synthesis by organic cocrystal engineering

L Sun, W Zhu, X Zhang, L Li, H Dong… - Journal of the American …, 2021 - ACS Publications
Organic cocrystal engineering refers to two or more organic molecules stoichiometrically
combined and held together by noncovalent intermolecular interactions, which differs from …

The halogen bond

G Cavallo, P Metrangolo, R Milani, T Pilati… - Chemical …, 2016 - ACS Publications
The halogen bond occurs when there is evidence of a net attractive interaction between an
electrophilic region associated with a halogen atom in a molecular entity and a nucleophilic …

[HTML][HTML] Chalcogen bonding in coordination chemistry

KT Mahmudov, AV Gurbanov, VA Aliyeva… - Coordination Chemistry …, 2022 - Elsevier
The chalcogen bond (ChB) is defined as a noncovalent interaction between the electron
density deficient region (so-called as σ or π hole) of a covalently bonded chalcogen atom …

Halogen bonding in supramolecular chemistry

LC Gilday, SW Robinson, TA Barendt… - Chemical …, 2015 - ACS Publications
Supramolecular chemistry is “the chemistry of the intermolecular bond, covering the
structures and functions of the entities formed by association of two or more chemical …

The σ-hole revisited

P Politzer, JS Murray, T Clark, G Resnati - … Chemistry Chemical Physics, 2017 - pubs.rsc.org
A covalently-bonded atom typically has a region of lower electronic density, a “σ-hole,” on
the side of the atom opposite to the bond, along its extension. There is frequently a positive …

Computer modeling of halogen bonds and other σ-hole interactions

MH Kolar, P Hobza - Chemical reviews, 2016 - ACS Publications
In the field of noncovalent interactions a new paradigm has recently become popular. It
stems from the analysis of molecular electrostatic potentials and introduces a label, which …

σ-Hole bond vs π-hole bond: a comparison based on halogen bond

H Wang, W Wang, WJ ** - Chemical reviews, 2016 - ACS Publications
The σ-hole and π-hole are the regions with positive surface electrostatic potential on the
molecule entity; the former specifically refers to the positive region of a molecular entity …

The bright future of unconventional σ/π‐hole interactions

A Bauzá, TJ Mooibroek, A Frontera - ChemPhysChem, 2015 - Wiley Online Library
Non‐covalent interactions play a crucial role in (supramolecular) chemistry and much of
biology. Supramolecular forces can indeed determine the structure and function of a host …