“Homoleptic” Tetracoordinate Boron Compounds DOI
Xin Li, Qiuling Song

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: 63(12), P. 5295 - 5314

Published: March 15, 2024

"Homoleptic" tetracoordinate boron compounds, in which the central atom links to four identical atoms, are a special and important family of compounds. During past decades, they have been extensively employed inorganic, organic, macromolecular, materials chemistry. Many them exhibit diverse range outstanding properties, therefore, synthesis application those compounds emerged as hot research topic modern This review summarizes discusses "homoleptic" organized according kinds atoms coordinated boron.

Language: Английский

A Catalytic Enantioselective Suzuki Coupling for the Modular Construction of Axially Chiral BODIPYs with Bright Solid-State Emission DOI
Jingjing Cao, Jinping Zhang, Fan Zhang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 17, 2024

The development of chiral BODIPYs attracts remarkable interest due to their unique properties, structural diversity, and good photochemical stability, whereas achieving the construction maintains scarce. Herein, we present an enantioselective synthesis axially through Suzuki-Miyaura coupling. newly synthesized coassembly showed desirable photophysical including high fluorescence quantum yields intense CPL, both in solution solid state.

Language: Английский

Citations

4

Synthesis of Polysubstituted Benzo[b][1,5]naphthyridine via Mn(III)-Mediated Domino Cascade Reactions of Cyclopropanols and 2-(2-Isocyanophenyl)acetonitriles DOI

Shiqiang Mu,

Qingqing Xuan,

Ying Luo

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 2, 2025

Domino cascade reactions, which can construct multiple bonds in one pot, are efficient methods to synthesize N-heterocycles and other useful skeletons. Herein, we report an expedient synthesis of polysubstituted benzo[b][1,5]naphthyridine via Mn(III)-mediated C–C bond cleavage cyclopropanols. These reactions were initiated by addition β-carbonyl radicals, generated from cyclopropyl alcohols the presence Mn(III), 2-(2-isocyanophenyl)acetonitriles give quinolin-3-amines, went through intramolecular cyclizations dehydrogenation final products.

Language: Английский

Citations

0

Organocatalyzed Enantioselective C–N Bond-Forming SNAr Reactions for Synthesizing Stereogenic-at-Boron BODIPYs DOI Creative Commons
Yonggang Meng, Fang Wei, Z. Y. Pei

et al.

JACS Au, Journal Year: 2025, Volume and Issue: 5(4), P. 1965 - 1973

Published: April 2, 2025

The precise construction of boron stereogenic centers represents a significant, yet challenging frontier in asymmetric catalysis, garnering growing attention recent years. However, feasible catalysis has primarily been limited to transition-metal-catalyzed desymmetrization pro-chiral BODIPY molecules, while enantioselective synthesis via organocatalysis remains unexplored. Herein, we achieve an organocatalyzed C-N bond-forming SNAr reaction 3,5-dihalogen BODIPYs phase-transfer enabling the efficient broad range boron-stereogenic with excellent enantioselectivities (>40 examples, up 99% ee). significance and potential this catalytic approach are further underscored by versatile applications enantioenriched 3-amide synthesis, optical activity regulation, bioimaging, sensing, promoting development fluorophores.

Language: Английский

Citations

0

Strategic 1,n-migration of boronate complexes: a novel platform for remote C–C bond construction DOI
Yiming Chen, Xue Li, Zhigang Xu

et al.

Molecular Diversity, Journal Year: 2025, Volume and Issue: unknown

Published: April 2, 2025

Language: Английский

Citations

0

Supramolecular‐Assembly and Surfactant‐Regulated Circularly Polarized Luminescence from a Spiranic BINOL‐Derived Borate Isoindolyl‐Indolenine (BBI) Dye DOI

Yingzhu Sun,

Changjiang Yu, Tingting Yu

et al.

Advanced Optical Materials, Journal Year: 2025, Volume and Issue: unknown

Published: April 4, 2025

Abstract Circularly polarized luminescence (CPL) materials have attracted significant attention owing to their unique luminescent properties and broad range of applications. However, challenges remain, including controlling helical assembly, mitigating aggregation‐caused quenching, balancing quantum yield ( Φ PL ) with g values. Here, the study reports synthesis a novel asymmetric, spiranic O‐organoboranes bearing isoindolyl‐indolenine scaffold (BBI) axial chirality through BINOL substitution, as well its supramolecular assembly surfactant‐regulated tunable CPL behaviors. The newly designed BBI dye shows relative weak 10% in toluene. Supramolecular acetonitrile/water co‐solvents exhibit an obvious aggregation‐induced emission (AIE) process, leading formation spherical nanostructures red‐shifted orange‐yellow (554 nm, = 0.012, 7%). Moreover, surfactant sodium dodecyl sulfonate (SDS) can promote aggregation pure deionized water, producing nanofibers blue‐shifted yellow (536 0.006, 13%). Crystal growth toluene/hexane SDS aqueous/acetonitrile systems reveals chiral crystals P 212121 space group, offering insights into amplification. This demonstrates ability precisely control parameters, X‐ray single‐crystal analysis providing additional understanding regulation.

Language: Английский

Citations

0

Enabling Construction of Boron-Stereogenic Formyl BODIPYs via N-Heterocyclic Carbene-Catalyzed Enantioselective Esterification DOI Creative Commons
Juan Ma,

Luying Guo,

Xueqing Zhang

et al.

JACS Au, Journal Year: 2025, Volume and Issue: unknown

Published: May 16, 2025

Language: Английский

Citations

0

Enantioselective copper-catalyzed B–H bond insertion reaction of α-diazo phosphonates to access chiral α-boryl phosphonates DOI Creative Commons
Longlong Li, Kui Yu,

AN He-jun

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(19), P. 7130 - 7135

Published: Jan. 1, 2024

Chiral phosphorus-containing compounds find applications across various fields, including asymmetric catalysis, medicinal chemistry, and materials science.

Language: Английский

Citations

3

Synthesis of chiral boranes via asymmetric insertion of carbenes into B-H bonds catalyzed by the rhodium(I) diene complex DOI
Nikita M. Ankudinov, Alina A. Komarova, Evgeniya Podyacheva

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(65), P. 8601 - 8604

Published: Jan. 1, 2024

Catalytic insertion of diazo compounds into B–H bonds produces unique with tetrahedral chiral boron atoms.

Language: Английский

Citations

3

Nonalternant B,N‐Embedded Helical Nanographenes Containing Azepines: Programmable Synthesis, Responsive Chiroptical Properties and Spontaneous Resolution into a Single‐Handed Helix DOI Creative Commons

Weiwen Zhuang,

Faan‐Fung Hung, Chi‐Ming Che

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: unknown

Published: July 19, 2024

Abstract Heteroatom‐embedded helical nanographenes (NGs) constitute an important and appealing class of intrinsically chiral materials. In this work, a series B,N‐embedded NGs (BN‐HNGs) bearing azepines was synthesized via stepwise regioselective cyclodehydrogenation. First, the phenyl‐ or nitrogen‐bridged dimers were efficiently clipped into highly congested model compounds 1 2 . Later, controllable Scholl reactions tetraphenyl‐tethered precursor generated 1, 7 8 new C−C bonds, thereby establishing robust method for preparation nonalternant BN‐HNGs with up to 31 fused rings. The bilayer nature unambiguously verified by X‐ray diffraction analysis. chirality transferred stereogenic boron centers upon fluoride coordination, concave‐concave structure comply skeleton. Notably, largest BN‐HNG ( 6 ) spontaneously resolved homochiral 4 helix as molecular spiral staircase during crystallization conglomerate formation at single‐crystal scale. large twisted C ‐symmetric π‐surface dynamic skeleton induced curved might have synergistic effects on self‐recognition enantiomers achieve intriguing spontaneous resolution behavior. chiroptical properties enantiomer further investigated, revealing that had strong response in visible range (400–700 nm).

Language: Английский

Citations

3

Boron-enabled 1,3-metallate shift towards axially chiral alkenes DOI
Li‐Qing Ren, Chuan He

Nature Chemistry, Journal Year: 2024, Volume and Issue: 16(1), P. 8 - 9

Published: Jan. 1, 2024

Language: Английский

Citations

1