Naoki Ishida

Pyridine-borane complexes were synthesized from 2-arylpyridines through an electrophilic aromatic borylation reaction with BBr(3). The intermediate 2-(2-dibromoborylaryl)pyridines were stable enough to be handled in air and served as the synthetic platform for variously substituted pyridine-borane complexes. This facile method would be useful for the synthesis of aza-π-conjugated materials having boron-nitrogen coordination.

A photoinduced dehydrogenative coupling reaction between benzylic and aldehydic C-H bonds is reported. When a solution of an alkylbenzene and an aldehyde in ethyl acetate is irradiated with visible light in the presence of iridium and nickel catalysts, a coupled α-aryl ketone is formed with evolution of dihydrogen. An analogous C-C bond forming reaction occurs between a C-H bond next to the nitrogen of an <i>N</i>-methylamide and an aldehydic C-H bond to produce an α-amino ketone. These reaction

C-C and C-Si σ-bonds are cleaved to undergo bond exchange when substrates equipped with cyclobutanone and silacyclobutane moieties are treated with a palladium(0) catalyst. The skeletal exchange results in construction of silabicyclo[5.2.1]decanes in a diastereoselective manner.

A photo-induced carboxylation reaction of allylic C-H bonds of simple alkenes with CO2 is prompted by means of a ketone and a copper complex. The unique carboxylation reaction proceeds through a sequence of an endergonic photoreaction of ketones with alkenes forming homoallyl alcohol intermediates and a thermal copper-catalyzed allyl transfer reaction from the homoallyl alcohols to CO2 through C-C bond cleavage.

A photoinduced carboxylation reaction of benzylic and aliphatic C-H bonds with CO₂ is developed. Toluene derivatives capture gaseous CO₂ at the benzylic position to produce phenylacetic acid derivatives when irradiated with UV light in the presence of an aromatic ketone, a nickel complex, and potassium <i>tert</i>-butoxide. Cyclohexane reacts with CO₂ to furnish cyclohexanecarboxylic acid under analogous reaction conditions. The present photoinduced carboxylation

A rhodium catalyst induced ring opening of benzocyclobutenols with selective cleavage of the C(sp2)–C(sp3) bond adjacent to the hydroxyl group. The site-selectivity markedly contrasted with that of their thermal ring-opening reaction. The rhodium-catalyzed ring opening led to the development of a new alkyne insertion reaction constructing a dihydronaphthalene framework.

Benzosultams are synthesized in an enantiopure form starting from α-amino acids through a rhodium-catalyzed rearrangement reaction of N-arenesulfonylazetidin-3-ols. Mechanistically, this reaction involves C-C bond cleavage by β-carbon elimination and C-H bond cleavage by a 1,5-rhodium shift.

Abstract Cyclobutanols and cyclopropanols underwent ring-opening fluorination upon treatment with Selectfluor in the presence of a substoichiometric amount of a silver salt. The reaction provides an efficient method to synthesize γ- and β-fluoroalkyl ketones.

The palladium-catalyzed reaction of alkynylborates with aryl halides stereoselectively gave (E)-(trisubstituted alkenyl)-9-BBNs, in which two different aryl groups were installed trans to each other.

Organic–inorganic hybrid perovskites provide not only an exceptionally rich area of research but also remarkable power conversion efficiency relevant to commercial use. However, developing efficient organic hole transport layers remains challenging, due partly to the subtle electronic behavior of perovskite and complications introduced by the use of reactive dopants. Here we show, through time-resolved microwave conductivity, the quantification of a hole transfer process from methylammonium lead

The other way around: Contrasting reaction pathways were observed in the addition reaction of cyclobutanols to isocyanates in the presence or absence of a rhodium catalyst. Simple heating prompted a direct O-carbamoylation reaction to afford cyclobutyl carbamates. In contrast, upon addition of a rhodium catalyst, the reaction pathway was directed to C-carbamoylation through a ring-opening process. As a service to our authors and readers, this journal provides supporting information supplied by t

We demonstrate universal non-adiabatic non-abelian holonomic single quantum gates over a geometric electron spin with phase-modulated polarized light and 93% average fidelity. This allows purely geometric rotation around an arbitrary axis by any angle defined by light polarization and phase using a degenerate three-level Λ-type system in a negatively charged nitrogen-vacancy center in diamond. Since the control light is completely resonant to the ancillary excited state, the demonstrated holonom

The palladium-catalyzed rearrangement reaction of alkynyltriarylborates having a tertiary ammonium moiety stereoselectively afforded amine-borane intramolecular complexes, some of which exhibited significantly strong fluorescence.

Power of the sun: Carbon dioxide was incorporated into α-amino ketones through a consecutive process consisting of a solar-energy-harvesting photocyclization reaction and a nucleophilic CO2 incorporation reaction. The single-flask operation produced amino-substituted cyclic carbonates, thereby presenting a simple model of the chemical utilization of solar energy for CO2 incorporation. R=sulfonyl group. Detailed facts of importance to specialist readers are published as ”Supporting Information”.