Issue 21, 2022

Nucleophilicity of the boron atom in compounds R–B, (R = F, Cl, Br, I, CN, NC, CH3, SiH3, CF3, H): a new look at the inductive effects of the group R

Abstract

Nucleophilicities NR–B of molecules R–B (R = F, Cl, Br, I, CN, NC, CH3, SiH3, CF3, H) are determined from the equilibrium dissociation energies De of 70 hydrogen-bonded complexes R–B⋯HX (X = F, Cl, Br, I, HCN. HCCH, HCP). The change in NR–B relative to NH–B of H–B allows a quantitative measure of the inductive effect IR of each group R because only the group R affects the electron density associated with the axial non-bonding electron pair carried by the boron in R–B. An alternative definition of IR, suggested by the strong correlation of the NR–B values with the minimum value σmin of the molecular electrostatic surface potential on the 0.001 e Bohr−3 iso-surface along the R–B axis leads to excellent agreement between the two definitions.

Graphical abstract: Nucleophilicity of the boron atom in compounds R–B, (R = F, Cl, Br, I, CN, NC, CH3, SiH3, CF3, H): a new look at the inductive effects of the group R

Supplementary files

Article information

Article type
Communication
Submitted
04 4 2022
Accepted
13 5 2022
First published
13 5 2022
This article is Open Access
Creative Commons BY license

Phys. Chem. Chem. Phys., 2022,24, 12804-12807

Nucleophilicity of the boron atom in compounds R–B, (R = F, Cl, Br, I, CN, NC, CH3, SiH3, CF3, H): a new look at the inductive effects of the group R

I. Alkorta and A. Legon, Phys. Chem. Chem. Phys., 2022, 24, 12804 DOI: 10.1039/D2CP01565J

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