Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Сен. 25, 2024
Rh(III)-catalyzed B(4)-azo coupling reactions of
Язык: Английский
Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Сен. 25, 2024
Rh(III)-catalyzed B(4)-azo coupling reactions of
Язык: Английский
Beilstein Journal of Organic Chemistry, Год журнала: 2025, Номер 21, С. 412 - 420
Опубликована: Фев. 21, 2025
A new series of o -carborane-fused pyrazoles has been recently successfully synthesized. This fusion was expected to create a hybrid 3D/2D aromatic system, combining the 3D aromaticity -carborane with 2D pyrazole. However, while boron cage retains its character, pyrazole’s is lost. As result, rather than forming pyrazoles, synthesis yielded pyrazolines, which are non-aromatic. The limited overlap between π molecular orbitals (MOs) planar heterocycle and n + 1 MOs carborane prevents significant electronic delocalization two fused components. contrasts pyrazole benzene form indazole, where both rings maintain their aromaticity. Our findings demonstrate that peripheral σ-aromaticity π-aromaticity orthogonal, making true system unachievable. highly aromatic, generating negative NICS values (−25 −30 ppm). We have observed these high extend rings, leading incorrect estimations Therefore, relying solely on can be misleading, other computational indicators, along experimental or structural data, should used accurately assess
Язык: Английский
Процитировано
3Chemistry - A European Journal, Год журнала: 2023, Номер 30(11)
Опубликована: Дек. 13, 2023
Strained compounds constitute a highly topical area of research in chemistry. Borirene and borirane both feature BC
Язык: Английский
Процитировано
11Organic Letters, Год журнала: 2023, Номер 25(36), С. 6643 - 6648
Опубликована: Авг. 30, 2023
Iridium(I)-catalyzed regioselective B(4)-alkenylation has been developed from o-carboranyl sulfoxonium ylides and alkynes through B(4)–H activation. The sequential B(4)- B(6)-alkenylation afforded B(3,5)-dialkenylated in one pot. Eventually, two alkenyl groups, the same or different, were introduced at positions 3 5 of carborane. Sulfoxonium ylide used as a directing group remains available for further functionalization is converted to B-alkenylated trichloromethyl ketones.
Язык: Английский
Процитировано
8Chemical Science, Год журнала: 2024, Номер 15(27), С. 10392 - 10401
Опубликована: Янв. 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.
Язык: Английский
Процитировано
2Chemical Science, Год журнала: 2022, Номер 14(3), С. 643 - 649
Опубликована: Дек. 3, 2022
Regiodivergent transition metal-catalyzed B(4)- and C(1)-selenylation reactions of o -carboranes have been demonstrated.
Язык: Английский
Процитировано
9Organic Letters, Год журнала: 2023, Номер 25(32), С. 5989 - 5994
Опубликована: Авг. 4, 2023
Iridium(III)-catalyzed regioselective B(4)-H amination is developed from the reaction of o-carborane acids with sulfilimines without any oxidants under mild conditions, which leads to a wide range aminated o-carboranes in good yields broad substrate scope. Moreover, selective B(3,6)-diamination acid was achieved. The present attractive practical point view because dibenzothiophene quantitatively recovered and reused.
Язык: Английский
Процитировано
5Asian Journal of Organic Chemistry, Год журнала: 2022, Номер 12(3)
Опубликована: Дек. 21, 2022
Abstract A ruthenium‐catalyzed selective B4 amidation of o ‐carboranes with a variety alkyl‐, aryl‐, and heteroaryl‐substituted dioxazolones is developed by carboxylic acid‐assisted B(4)‐H bond activation in ‐carborane acids, affording multitude (4)‐amidated good yields the evolution carbon dioxide. In addition, two‐fold decarboxylative reaction cage was accomplished.
Язык: Английский
Процитировано
8Bulletin of the Korean Chemical Society, Год журнала: 2023, Номер 44(8), С. 693 - 699
Опубликована: Апрель 28, 2023
Abstract Reaction of B(4)‐acylmethyl o ‐carborane with 2‐azido‐1,3‐dimethylimidazolinium hexafluorophosphate (ADMP) in the presence 1,8‐diazabicyclo[5.4.0]‐undec‐7‐ene (DBU) acetonitrile at 25 °C for 3 h produced a wide range ‐carboranyl‐acyl‐substituted diazo compounds high yields good functional group tolerance.
Язык: Английский
Процитировано
4Research Square (Research Square), Год журнала: 2024, Номер unknown
Опубликована: Июль 24, 2024
Язык: Английский
Процитировано
0Organic Letters, Год журнала: 2024, Номер unknown
Опубликована: Сен. 25, 2024
Rh(III)-catalyzed B(4)-azo coupling reactions of
Язык: Английский
Процитировано
0