A Computational Study of Photoinduced Borylation for Selected Boron Sources DOI Creative Commons

Ka Wa Fan,

Hoi Ling Luk, David Lee Phillips

et al.

ChemistryOpen, Journal Year: 2024, Volume and Issue: 13(7)

Published: March 8, 2024

Abstract This research article uses density functional theory (DFT) to study photoinduced borylation. work examined the electron donor‐acceptor complex (EDA) of bis(catecholato)diboron with different redox‐active leaving groups and bis(pinacol)diboron aryl N‐hydroxyphthalimide. The results these DFT studies show ratio B 2 cat N, N‐dimethylacetamide (DMA) should be 1 : which is consistent experimental in literature. We further proposed a reaction mechanism calculated energies associated each step.

Language: Английский

Access to Benzocyclic Boronates via Light-Promoted Intramolecular Arylborylation of Alkenes DOI

Sen Ke,

Huanqing Liao,

Hao Qin

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(9), P. 6237 - 6246

Published: April 11, 2023

Benzocyclic boronates have attracted increasing research interest in drug chemistry and organic synthesis recent years. Herein, we report a facile access to benzocyclic through photopromoted intramolecular arylborylation of allyl aryldiazonium salts. This simple protocol features broad scope, allowing the formation variously functionalized borates bearing dihydrobenzofuran, dihydroindene, benzothiophene, indoline skeletons under mild sustainable conditions.

Language: Английский

Citations

6

Cation-π-interaction-facilitated, self-photocatalyzed and regioselective perfluoroalkylation of 3-aza-1,5-dienes DOI
Ruihan Yang,

Danna Chen,

Shi‐Yi Lin

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 547, P. 113360 - 113360

Published: July 7, 2023

Language: Английский

Citations

6

Stabilized Carbon Radical‐Mediated Assembly of Arylthianthrenium Salts, Alkenes and Amino Acid/Peptide Derivatives DOI Creative Commons

Bo Dong,

Weiguan Qi,

Yifeng Chen

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 12(2)

Published: Nov. 21, 2024

Abstract Efficiently assembling amino acids and peptides with bioactive molecules facilitates the modular streamlined synthesis of a diverse library peptide‐related compounds. Particularly notable is their application in pharmaceutical development, leveraging site‐selective late‐stage functionalization. Here, visible light‐induced three‐component reaction involving arylthianthrenium salts, acid/peptide derivatives, alkenes are introduced. This approach utilizes captodatively‐stabilized carbon radicals to enable radical‐radical C─C coupling, effectively constructing complex molecules. method offers promising alternative route for peptide‐derived bio‐relevant compounds

Language: Английский

Citations

2

Recent Advances in Borylation via Electron Donor–Acceptor Complex Photoactivation DOI

Guanwen Hu,

Zhiyong Wang,

Xinmou Wang

et al.

ChemPhotoChem, Journal Year: 2023, Volume and Issue: 7(11)

Published: July 19, 2023

Abstract Photoinduced borylation is becoming a fascinating and growing research field in synthetic chemistry. On the other hand, electron donor–acceptor (EDA) complex photoactivation has emerged as an alternative strategy to generate active open‐shell species without need for photosensitizers. Suitable organoboron compounds can serve donor or acceptor form corresponding complexes, which then undergo photoinduced intracomplex single transfer (SET) carbon‐ boron‐centered radicals construction of new C−B bonds. In this Concept paper, we review recent advances via EDA surveying relevant literature until December 2022.

Language: Английский

Citations

5

A Computational Study of Photoinduced Borylation for Selected Boron Sources DOI Creative Commons

Ka Wa Fan,

Hoi Ling Luk, David Lee Phillips

et al.

ChemistryOpen, Journal Year: 2024, Volume and Issue: 13(7)

Published: March 8, 2024

Abstract This research article uses density functional theory (DFT) to study photoinduced borylation. work examined the electron donor‐acceptor complex (EDA) of bis(catecholato)diboron with different redox‐active leaving groups and bis(pinacol)diboron aryl N‐hydroxyphthalimide. The results these DFT studies show ratio B 2 cat N, N‐dimethylacetamide (DMA) should be 1 : which is consistent experimental in literature. We further proposed a reaction mechanism calculated energies associated each step.

Language: Английский

Citations

1