Catharanthine borane – An unexpected reaction product

Bourbon, Gautier; Leroy, Ritchy; Machado-Rodrigues, Carine; Massiot, Georges

doi:10.1016/j.phytol.2022.01.009

Cited by 1 publication

(2 citation statements)

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“…[13] New ABAs are yet to be discovered, as for the recently-synthesized catharanthine borane. [14] AB is often compared to ethane CH 3 CH 3 because they are isoelectronic and have similar molecular structures. [15] Notwithstanding these two features, AB and ethane are much different in terms of physicochemical properties, because the BÀ N bond of the former is dative and polar whereas the CÀ C bond of the latter is covalent and apolar.…”

Section: Introductionmentioning

confidence: 99%

“…ABAs have also been developed to be used as borylation agents, [6] hydroboration reagents, [7] radical initiators, [8] reducing agents, [9] hydrogenation reagents, [10] hydrogenation catalysts, [11] monomers of BNH polymers, [12] and additives for hydrocarbons combustion [13] . New ABAs are yet to be discovered, as for the recently‐synthesized catharanthine borane [14] …”

Section: Introductionmentioning

confidence: 99%

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Solid‐State Structures of Primary Long‐Chain Alkylamine Borane Adducts – Synthesis, Properties and Computational Analysis

et al. 2022

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Two new members of the amine boranes family are hexadecylamine borane C16H33NH2BH3 (C16AB) and octadecylamine borane C18H35NH2BH3 (C18AB). They are easily synthesized by reaction of the corresponding amines with borane dimethyl sulfide. Both are white solids; they are crystalline and isostructural (monoclinic, s.g. P21/a (No. 14)). Their successful synthesis has been verified by molecular (FTIR, Raman, NMR) and structural analyses as well as computational calculations (e. g. Mulliken charges). These analyses have also pointed out the existence of dihydrogen bonds between Hδ+ of NH2 of one molecule and Hδ− of BH3 of another molecule. The thermal stability of C16AB and C18AB was studied. Both solids melts at 70–80 °C; between 100 and ca. 210 °C they dehydrogenate while releasing 1.1‐1.4 wt% of pure H2; and, above 210 °C, they decompose in high extent. All of these findings may open the way to future works on molecular self‐assembly, synthesis of advanced materials and hydrogen storage. This is discussed hereafter.

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Section: Introductionmentioning

confidence: 99%