Computational study on C–B homolytic bond dissociation enthalpies of organoboron compounds

Abstract

The theoretical study of three hybridized C–B BDEs with different substituents can provide corresponding guidance to experimental research studies.

Low-Coordinate NHC–Zinc Hydride Complexes Catalyze Alkyne C–H Borylation and Hydroboration Using Pinacolborane

“…Regarding the thermodynamics of σ-bond metatheses, recent work has determined that the bond dissociation energy for the C–B bond in alkynylboronic acids is significantly (ca. 25 kcal mol –1 ) greater than the C–B bonds in phenyl boronic acids . This indicates that the zinc–alkynyl bond in (7-DIPP)-Zn compounds has to be significantly stronger than the Zn–Ph bond for the reaction of zinc hydride 11 and 6a to form HBPin/ 12 to be thermodynamically favored.…”

Isodesmic C–H Borylation: Perspectives and Proof of Concept of Transfer Borylation Catalysis

“…A preliminary computational study of the thermodynamic and kinetic parameters of the isodesmic borylation reaction was carried out using DFT . As depicted in Figure , B–C sp3 containing reagents lead to enthalpically favorable transfer borylation transformations compared to hydroboranes.…”

A theoretical study on the proton affinity of sulfur ylides

“…The molecules M and corresponding proton molecules MH + were fully optimized and the possible different conformations were compared. The enthalpy values were calculated by using 26 density functionals with the basis set of 6-311++G(2df,2p), including B3LYP, 37 B3P86, 38 M05-2X, 39 M06, 40 M06-2X, 41 M06-L, 42 M06-HF, 43 B3LYP-D3, 44 CAM-B3LYP, 45 BP86-D3, 46 B97-D3, 47 B97D, 48 BP86, 49 KMLYP, 50 ωB97XD, 51 SOGGA11, 52 SOGGA11-X, 53 TPSS, 54 N12-SX, 55 MN12-L, 56 N12, 57 MPW1P86, 58 BMK, 59 MPW3LYP, 60 M11-L, 61 and ωB97. 62 At the SOGGA11-X/6-31+G (d) level, the natural charge and spin density distributions were analyzed by natural bond orbital (NBO) 63 analysis.…”