We report an enantioselective hydroarylation reaction of styrenes and 1,3-dienes with arylboronic acids catalyzed by nickel complexes bearing chiral spiro aminophosphine ligands. The reaction serves as an efficient, straightforward, and mild method for the preparation of enantioenriched 1,1-diarylalkanes, which are important building blocks for the synthesis of many biologically active molecules. This redox neutral reaction uses only catalytic amounts of the reagents and is, therefore, atom economical and environmentally benign. R Ar (HO) 2 B + R = aryl, alkenyl Ni(COD) 2 (2.5 mol %) (S )-SpiroAP (3.0 mol %) t BuOK (5 mol %) n PrOH, 40°C, 24 h R Ar up to 99% yield up to 93% ee P(Ph) 2 NH 2
A dual platform for forging sp2
–sp3 and sp3
–sp3 carbon bonds via catalytic
β-scission of aliphatic alcohol derivatives with both aryl and
alkyl halides is disclosed. This protocol is distinguished by its
wide substrate scope and broad applicability, even in the context
of late-stage functionalization.
Herein, we describe the development of a copper-catalyzed C(sp 3 )-amination of proaromatic dihydroquinazolinones derived from ketones. The reaction is enabled by the intermediacy of open-shell species arising from homolytic CÀ C bond-cleavage driven by aromatization. The protocol is characterized by its operational simplicity and generality, including chemical diversification of advanced intermediates.
A functional group
exchange reaction between allylamines
and alkenes via nickel-catalyzed CC bond cleavage and formation
was developed. This reaction provides a novel protocol, which does
not require the use of unstable imine substrates, for the synthesis
of allylamines, which are widely used in the production of fine
chemicals, pharmaceuticals, and agrochemicals.
C–C bond forming cross-couplings are convenient technologies for the construction of functional molecules. Consequently, there is continual interest in approaches that can render traditionally inert functionality as cross-coupling partners, included in this are ketones which are widely-available commodity chemicals and easy to install synthetic handles. Herein, we describe a dual catalytic strategy that utilizes dihydroquinazolinones derived from ketone congeners as adaptative one-electron handles for forging C(sp3) architectures via α C–C cleavage with aryl and alkyl bromides. Our approach is achieved by combining the flexibility and modularity of nickel catalysis with the propensity of photoredox events for generating open-shell reaction intermediates. This method is distinguished by its wide scope and broad application profile––including chemical diversification of advanced intermediates––, providing a catalytic technique complementary to existing C(sp3) cross-coupling reactions that operates within the C–C bond-functionalization arena.
A series of novel quinazolinone derivatives containing a 1,2,4-triazolylthioether moiety were synthesised and their antimicrobial activities were evaluated. All the target compounds were characterised by
Heterogeneity is an important characteristic that affects the mechanical behavior of rock. In the present work, a statistical rock mesoheterogeneity model based on the Weibull distribution function is introduced into the discontinuous deformation analysis (DDA) method to simulate the mechanical failure of heterogeneous rock, in which the general heterogeneity degree is controlled by a heterogeneity index and the mechanical property of each subblock element is randomly assigned. Brazilian disc and uniaxial compressive rectangular specimens are simulated as examples. Results show that it is more reasonable to consider the heterogeneity of elasticity properties (the elastic modulus and Poisson’s ratio) and strength properties (the tensile strength, cohesion, and friction angle) simultaneously in the heterogeneity model. It is also shown that with a larger heterogeneity index, which means a lower degree of heterogeneity, the reproducibility of the macroscopic response curves of a specimen gets better, while the exact cracking always differs but with less scattered cracks, and the global fracturing failure pattern and mode are weakly influenced by the heterogeneity. Moreover, with the increase in the heterogeneity index, the macroscopic equivalent modulus and strength get larger and approach those of a homogeneous specimen. This work indicates the importance of heterogeneity for rock mechanical behaviors including the macroscopic equivalent response and the fracturing failure. By the subblock DDA method to simulate fracturing realistically, the fracturing failure process of heterogeneous rock can be successfully reproduced, which builds good foundation for the simulation study of heterogeneous rock fracturing in practical problems, e.g., coal and rock fracturing in fluidization mining in the future.
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