“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

Temperature-dependent photoluminescence of novel Eu3+, Tb3+, and Dy3+ doped LaCa4O(BO3)3: Insights at low and room temperatures DOI
Abeer S. Altowyan, Mustafa Burak Çoban, Ümit H. Kaynar

et al.

Applied Radiation and Isotopes, Journal Year: 2024, Volume and Issue: 208, P. 111308 - 111308

Published: March 28, 2024

Language: Английский

Citations

20
Catalytic asymmetric C–N cross-coupling towards boron-stereogenic 3-amino-BODIPYs DOI Creative Commons
Baoquan Zhan, Li‐Qing Ren,

Jiayi Zhao

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: Jan. 7, 2025

3-Amino boron dipyrromethenes (BODIPYs) are a versatile class of fluorophores widely utilized in live cell imaging, photodynamic therapy, and fluorescent materials science. Despite the growing demand for optically active BODIPYs, synthesis chiral 3-amino-BODIPYs, particularly catalytic asymmetric version, remains challenge. Herein, we report boron-stereogenic 3-amino-BODIPYs via palladium-catalyzed desymmetric C–N cross-coupling prochiral 3,5-dihalogen-BODIPYs. This approach features broad substrate scope, excellent functional group tolerance, high efficiency, remarkable enantioselectivities, under mild reaction conditions. Further stereospecific formation 3,5-diamino-BODIPYs, along with an investigation into photophysical properties resulting optical BODIPYs also explored. protocol not only enriches chemical space chiroptical BODIPY dyes but contributes to realm chemistry. (BODIPYs), which useful science, authors first cross-couplings.

Language: Английский

Citations

4
Stereoselective formation of boron-stereogenic organoboron derivatives DOI Creative Commons

Amel Abdou-Mohamed,

Clara Aupic,

Corentin Fournet

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(13), P. 4381 - 4391

Published: Jan. 1, 2023

Four-coordinate organoboron derivatives present interesting chemical, physical, biological, electronical, and optical properties. Given the increasing demand for synthesis of smart functional materials based on chiral compounds, exploration stereoselective boron-stereogenic organo-derivatives is highly desirable. However, construction compounds stereogenic at boron has been far less studied than other elements main group due to configurational stability concerns. Nowadays, these species are no longer elusive configurationally stable have highlighted. The idea show potential building four-coordinate centre encourage future endeavors developments in field.

Language: Английский

Citations

24
Boron‐Based Enantiomerism DOI Creative Commons
Manfred Braun

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(14)

Published: March 7, 2024

Abstract Boron‐based enantiomerism is fragile due to the inherent tendency of a dissociation ligand from tetra‐coordinate chiral boron complexes under formation achiral tri‐coordinate species. This review will present different approaches in overcoming racemization boron‐stereogenic compounds. When embedded an environment ligands or substituents, configurationally stable stereogenic centers can form diastereoselective manner. Compounds incorporating as exclusive center are obtained by resolution racemic mixtures. The recently developed – much more efficient methods catalytic, enantioselective creation compounds highlighted this review. Finally chiroptical properties enantiomerically pure that makes them promising materials devices addressed.

Language: Английский

Citations

10
Modular enantioselective assembly of multi-substituted boron-stereogenic BODIPYs DOI
Li‐Qing Ren, Baoquan Zhan,

Jiayi Zhao

et al.

Nature Chemistry, Journal Year: 2024, Volume and Issue: 17(1), P. 83 - 91

Published: Sept. 20, 2024

Language: Английский

Citations

9
Catalytic insertion of nitrenes into B-H bonds DOI Creative Commons
Nikita M. Ankudinov, Nikita V. Alexeev, Evgeniya Podyacheva

et al.

Chemical Science, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

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

Language: Английский

Citations

1
Phase-transfer-catalyst enabled enantioselective C–N coupling to access chiral boron-stereogenic BODIPYs DOI Creative Commons

Xueqing Zhang,

Xiaojuan Lv,

Luying Guo

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: March 19, 2025

Tetracoordinate boron-based fluorescent materials have shown extensively applications in chemistry, biology and science owing to their unique optoelectronic properties. However, constructing chiral boron-stereogenic fluorophores through practical universal strategies remains rare challenging. Herein, as a proof of concept, we report an enantioselective postfunctionalization boron dipyrromethene dyes (BODIPYs), acess BODIPYs moderate good yields with commendable enantioselectivity. Chiral attracted increasing attention not only distinctively photophysical properties circularly polarized luminescence (CPL) materials, but also diversely structural modification. In this·work, present phase-transfer-catalyst enabled C–N coupling reaction diverse nucleophiles. This method serves SNAr (nucleophilic aromatic substitution reaction) route achieve series amido/amino well demonstrates promising CD and·CPL·activities, excellent biocompatibility, high specificities, showing potential imaging agents. Constructing Here, the authors

Language: Английский

Citations

1
Boron‐Stereogenic Compounds: Synthetic Developments and Opportunities DOI

Yonghong Guo,

Bing Zu,

C. Chen

et al.

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: 42(19), P. 2401 - 2411

Published: May 27, 2024

Comprehensive Summary The 21 st century has witnessed a continuous evolution in the development of boron‐stereogenic chemistry. Since 1990s, various innovations for synthesis tetracoordinate compounds, which exhibited great potential applications, have been demonstrated by synthetic chemists. This paper reviews significant progress and recent advances towards assembly enantioenriched hopes to shed light on new perspectives inspire further research this emerging field.

Language: Английский

Citations

8
Neoteric Advances in Oxygen Bridged Triaryl Boron‐based Delayed Fluorescent Materials for Organic Light Emitting Diodes DOI
Kenkera Rayappa Naveen, Rajendra Kumar Konidena,

P. Keerthika

et al.

The Chemical Record, Journal Year: 2023, Volume and Issue: 23(11)

Published: Aug. 9, 2023

Abstract Since their first demonstration, thermally activated delayed fluorescence (TADF) materials have been emerged as the most promising emitters because of applications in optoelectronics, typified by organic light‐emitting diodes (OLEDs). In which, rigid oxygen bridged boron acceptor‐featured ( DOBNA ) gained tremendous impetus for OLEDs, which is ascribed to excellent external quantum efficiency (EQE). However, these often displayed severe roll‐off and poor operational stability. Therefore, there needs be a comprehensive understanding aspect molecular design structure‐property relationship. To best our knowledge, no detailed review on structure‐function outlook ‐based emphasizing effect nature donor units, number density, substitution pattern physicochemical properties, excited state dynamics OLED performance were reported. fill this gap, herein we presented recent advancements acceptor featured TADF classifying them into several subgroups based i. e. donor‐acceptor (D−A), D−A‐D, A−D‐A, multi‐resonant (MR‐TADF) emitters. The concepts, along with respective performances summarized. Finally, prospective class forthcoming displays also discussed.

Language: Английский

Citations

16
Catalytic Enantioselective Synthesis of Boron‐Stereogenic and Axially Chiral BODIPYs via Rhodium(II)‐Catalyzed C‐H (Hetero)Arylation with Diazonaphthoquinones and Diazoindenines DOI
Yankun Gao, Zizhen Liu, Sichao Tian

et al.

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

Published: Oct. 29, 2024

The molecular engineering of boron dipyrromethenes (BODIPYs) has garnered widespread attention due to their structural diversity enabling tailored physicochemical properties for optimal applications. However, catalytic enantioselective synthesis structurally diverse boron-stereogenic BODIPYs through intermolecular desymmetrization and with atroposelectivity remains elusive. Here, we showcase rhodium(II)-catalyzed site-specific C-H (hetero)arylations prochiral polysubstituted diazonaphthoquinonesand diazoindenines, providing efficient pathways the rapid assembly versatile (hetero)arylated axially chiral long-range axial rotational restriction modes. synthetic application procedures been emphasized by BODIPY derivatives various functions. Photophysical properties, bioimaging, lipid droplet-specific targeting capability are also demonstrated, indicating promising applications in biomedical research, medicinal chemistry, material science.

Language: Английский

Citations

4