TY - JOUR
T1 - Insertion of CO2 and CS2 into Bi-N bonds enables catalyzed CH-activation and light-induced bismuthinidene transfer
AU - Oberdorf, Kai
AU - Hanft, Anna
AU - Xie, Xiulan
AU - Bickelhaupt, F. Matthias
AU - Poater, Jordi
AU - Lichtenberg, Crispin
N1 - Publisher Copyright:
© 2023 The Royal Society of Chemistry.
PY - 2023
Y1 - 2023
N2 - The uptake and release of small molecules continue to be challenging tasks of utmost importance in synthetic chemistry. The combination of such small molecule activation with subsequent transformations to generate unusual reactivity patterns opens up new prospects for this field of research. Here, we report the reaction of CO2 and CS2 with cationic bismuth(iii) amides. CO2-uptake gives isolable, but metastable compounds, which upon release of CO2 undergo CH activation. These transformations could be transferred to the catalytic regime, which formally corresponds to a CO2-catalyzed CH activation. The CS2-insertion products are thermally stable, but undergo a highly selective reductive elimination under photochemical conditions to give benzothiazolethiones. The low-valent inorganic product of this reaction, Bi(i)OTf, could be trapped, showcasing the first example of light-induced bismuthinidene transfer.
AB - The uptake and release of small molecules continue to be challenging tasks of utmost importance in synthetic chemistry. The combination of such small molecule activation with subsequent transformations to generate unusual reactivity patterns opens up new prospects for this field of research. Here, we report the reaction of CO2 and CS2 with cationic bismuth(iii) amides. CO2-uptake gives isolable, but metastable compounds, which upon release of CO2 undergo CH activation. These transformations could be transferred to the catalytic regime, which formally corresponds to a CO2-catalyzed CH activation. The CS2-insertion products are thermally stable, but undergo a highly selective reductive elimination under photochemical conditions to give benzothiazolethiones. The low-valent inorganic product of this reaction, Bi(i)OTf, could be trapped, showcasing the first example of light-induced bismuthinidene transfer.
UR - https://www.scopus.com/pages/publications/85158824669
U2 - 10.1039/d3sc01635h
DO - 10.1039/d3sc01635h
M3 - Article
AN - SCOPUS:85158824669
SN - 2041-6520
JO - Chemical Science
JF - Chemical Science
ER -