The use of the readily available complex [Ru(p-Cym)(bipy)Cl]Cl as an efficient and robust precatalyst for homogeneously catalysed solvolysis of amine-borane adducts to liberate the hydrogen content of the borane almost quantitatively is being presented. The reactions can be carried out in tap water, and in aqueous mixtures with non-deoxygenated solvents. The system is also efficient for the dehydrocoupling of dimethylamine-borane under solvent-free conditions.
Download full-text PDF |
Source |
---|---|
http://dx.doi.org/10.1039/c4dt01216j | DOI Listing |
Chemistry
December 2024
Department of Chemistry, University of Victoria, 3800 Finnerty Rd, Victoria, BC, V8P 5C2, Canada.
We report on the reactivity of aminoboranes (RN=BH; R = iPr, Et, Me) with phosphine-borane adducts (PhR'PH ⋅ BH; R' = H, Ph): Sufficiently sterically unencumbered aminoboranes can accept hydrogen from phosphine-borane adducts. The hydrogen transfer results in the formation of amine-borane adducts (RNH ⋅ BH) and transient phosphinoboranes (PhR'P-BH) in situ. These phosphinoboranes undergo subsequent reactivity to yield either polyphosphinoborane, [PhPH-BH], or the linear dimer, PhPH ⋅ BH-PhP ⋅ BH.
View Article and Find Full Text PDFJ Org Chem
September 2024
Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
A protocol induced by visible light for the direct insertion of α-carbonyl carbenes into the B-H bond of amine-borane adducts has been developed under conditions that are free of metal and photocatalyst. This approach provides a straightforward route to various organoboron compounds from diazo compounds and amine-borane adducts with moderate to good yields. Mechanistic investigations reveal that this photoinduced reaction proceeds through concerted carbene insertion into the B-H bond, and the photoinduced generation of free carbene from α-diazo esters may be the rate-determining step.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2024
C1 Green Chemicals AG, Am Studio 2a, 12489, Berlin, Germany.
This review article describes the development of the use of aluminum compounds in the chemistry of frustrated Lewis pairs (FLPs) over the last 14 years. It also discusses the synthesis, reactivity and catalytic applications of intermolecular, intramolecular and so-called hidden FLPs with phosphorus, nitrogen and carbon Lewis bases. The intrinsically higher acidity of aluminum compounds compared to their boron analogs opens up different reaction pathways.
View Article and Find Full Text PDFNanomaterials (Basel)
August 2023
Institut Charles Gerhardt, Univ Montpellier, CNRS, ENSCM, 34095 Montpellier, France.
Carbon-doped boron nitride (denoted by BN/C) was prepared through the pyrolysis at 1100 °C of a nanostructured mixture of an alkyl amine borane adduct and ammonia borane. The alkyl amine borane adduct acts as a soft template to obtain nanospheres. This bottom-up approach for the synthesis of nanostructured BN/C is relatively simple and compelling.
View Article and Find Full Text PDFMolecules
February 2023
Institut Europeen des Membranes, IEM-UMR 5635, ENSCM, CNRS, Universite de Montpellier, 34090 Montpellier, France.
Cyclopropylamine borane CHNHBH (C3AB), 2-ethyl-1-hexylamine borane CH(CH)CH(CH)CHNHBH (C2C6AB) and didodecylamine borane (CH)NHBH ((C12)2AB) are three new amine borane adducts (ABAs). They are synthesized by reaction of the corresponding amines with a borane complex, the reaction being exothermic as shown by Calvet calorimetry. The successful synthesis of each has been demonstrated by FTIR, Raman and NMR.
View Article and Find Full Text PDFEnter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!