From Carbene-Dithiolene Zwitterion Mediated B–H Bond Activation to BH3·SMe2-Assisted Boron–Boron Bond Formation DOI Creative Commons
Yuzhong Wang, Phuong M. Tran, Mitchell E. Lahm

et al.

Organometallics, Journal Year: 2023, Volume and Issue: 42(23), P. 3328 - 3333

Published: Oct. 11, 2023

The 1:1 reaction of the carbene-stabilized dithiolene zwitterion 1 with BH3·SMe2 gave dithiolene-based hydroborane 2 and doubly hydrogen-capped CAAC species 3 via hydride-coupled reverse electron transfer processes. mechanism this transformation was probed computationally using density functional theory. subsequent 2:1 resulted in 4 3, suggesting that can mediate B-H bond activation not only for BH3 but also monohydroboranes. In presence BH3·SMe2, unexpectedly converted to corresponding diborane(4) complex 5 through a dehydrocoupling at an elevated temperature.

Language: Английский

A Pd-catalyzed route to carborane-fused boron heterocycles DOI Creative Commons

Mengjie Zhu,

Puzhao Wang,

WU Zheng-qiu

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(27), P. 10392 - 10401

Published: Jan. 1, 2024

A Pd-catalyzed cross-coupling system has been developed to achieve vicinal diamination of 9,10-dibromo-carborane with NH-heterocycles and anilines. These products can be further converted carborane-fused six- seven-membered heterocycles.

Language: Английский

Citations

1
Pd(II)-catalyzed B(9)-alkynylation of o/m-carboranes DOI
Haotian Zhang, Yan Gao, Yan‐Na Ma

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(23), P. 6706 - 6711

Published: Jan. 1, 2024

Pd( ii )-catalyzed selective B(9)-alkynylation of o -carboranes and m with i Pr 3 SiCCBr as the alkynylated reagent was developed. Further transformation products provided diverse carborane derivatives.

Language: Английский

Citations

1
Photocatalyst-free, visible-light-induced regio- and stereoselective synthesis of phosphorylated enamines from N-allenamides via [1,3]-sulfonyl shift at room temperature DOI Creative Commons
Jia‐Dong Guo, Feven-Alemu Korsaye, Dorian Schutz

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(43), P. 17962 - 17970

Published: Jan. 1, 2024

Herein, we report the first visible-light-induced strategy for rapid synthesis of densely functionalized α- and γ-phosphorylated β-sulfonyl enamines in a regio- stereoselective manner from N -sulfonyl allenamides H-phosphine oxides.

Language: Английский

Citations

1
Carboranes meet photochemistry: Recent progresses in light-mediated cage functionalisation DOI Creative Commons
Alberto Lanfranco, Polyssena Renzi, Marco Rusconi

et al.

Tetrahedron Letters, Journal Year: 2023, Volume and Issue: 131, P. 154782 - 154782

Published: Oct. 5, 2023

Carboranes are intriguing structures which show an excellent in vivo stability and high chemical versatility. Furthermore, thanks to their structural electronic properties they find many applications several fields, as smart materials, bioisosters of aryl rings knows drugs BNCT (Boron Neutron Capture Therapy) agents, for example. Recently, the reactivity these boron rich icosahedral cages, promoted by UV-visible light, has encountered interest some research groups, described new pathways based on formation B- C-centred radicals. In way, properly functionalised carboranes have been prepared, increasing precious moieties.

Language: Английский

Citations

3
From Carbene-Dithiolene Zwitterion Mediated B–H Bond Activation to BH3·SMe2-Assisted Boron–Boron Bond Formation DOI Creative Commons
Yuzhong Wang, Phuong M. Tran, Mitchell E. Lahm

et al.

Organometallics, Journal Year: 2023, Volume and Issue: 42(23), P. 3328 - 3333

Published: Oct. 11, 2023

The 1:1 reaction of the carbene-stabilized dithiolene zwitterion 1 with BH3·SMe2 gave dithiolene-based hydroborane 2 and doubly hydrogen-capped CAAC species 3 via hydride-coupled reverse electron transfer processes. mechanism this transformation was probed computationally using density functional theory. subsequent 2:1 resulted in 4 3, suggesting that can mediate B-H bond activation not only for BH3 but also monohydroboranes. In presence BH3·SMe2, unexpectedly converted to corresponding diborane(4) complex 5 through a dehydrocoupling at an elevated temperature.

Language: Английский

Citations

3