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
Nature Chemistry, Journal Year: 2024, Volume and Issue: 16(1), P. 42 - 53
Published: Jan. 1, 2024
Language: Английский
Citations
27
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
Chemical Communications, Journal Year: 2023, Volume and Issue: 59(26), P. 3812 - 3820
Published: Jan. 1, 2023
Tetracoordinate boron compounds are a highly important class of molecules, which the key intermediates in many organoboron-related chemical transformations and have unique luminescence properties.
Language: Английский
Citations
29
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
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
Nature Chemistry, Journal Year: 2024, Volume and Issue: 17(1), P. 83 - 91
Published: Sept. 20, 2024
Language: Английский
Citations
9
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
Angewandte Chemie International Edition, Journal Year: 2022, Volume and Issue: 61(51)
Published: Oct. 25, 2022
Axially chiral molecules bearing multiple stereogenic axes are of great importance in the field organic chemistry. However, efficient construction atropisomers featuring two different types has rarely been explored. Herein, we report novel atroposelective synthesis configurationally stable axially B,N-heterocycles. By using stepwise asymmetric allylic substitution-isomerization (AASI) strategy, diaxially B,N-heterocycles B-C and C-N that related to moieties enamines arylborons were also obtained. In this case, all four stereoisomers stereodivergently afforded high enantioselectivities. Density functional theory (DFT) studies demonstrated NH⋅⋅⋅π interactions played a unique role promotion stereospecific isomerization, thereby leading highly central-to-axial chirality transfer.
Language: Английский
Citations
36
ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(14), P. 9502 - 9508
Published: July 3, 2023
The diastereoselective synthesis of boron and carbon vicinal stereogenic centers is a great challenge in current synthetic chemistry due to the paucity efficient strategies. Herein, Cu-catalyzed diastereo- enantioselective B–H bond insertion reaction ene-yne-ketones as furyl-carbene precursors has been developed using chiral bis(oxazolines) (BOX) ligand, thus furnishing series densely functionalized products (42 examples) bearing both high enantioselectivity diastereoselectivity (up 99% ee > 20:1 dr) with good yields 98%).
Language: Английский
Citations
20
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