TY - JOUR
T1 - Rapid and Mild Synthesis of an NHC-Coordinated Bis(trimethylsilyl)silylene via Elimination of Halotrimethylsilane
AU - Sasaki, Hayato
AU - Yokouchi, Yuki
AU - Nukazawa, Takumi
AU - Iwamoto, Takeaki
N1 - Funding Information:
This work was supported in part by JSPS KAKENHI grants JP17H03015 and the Mitsubishi Foundation research grant in the natural sciences (201910006) (T.I.).
Publisher Copyright:
©
PY - 2021/8/9
Y1 - 2021/8/9
N2 - Base-coordinated silylenes are often used as electron-donating ligands for metal complexes and low-coordinate species of main group elements. However, the synthesis routes to base-coordinated silylenes remain limited. Herein, we report a rapid and mild reaction providing NHC-coordinated bis(trimethylsilyl)silylene 2, which includes the coordination of 1,3,4,5-tetramethylimidazol-2-ylidene (IMe4) to (Me3Si)3SiX (1, X= Cl, Br, and I) and the subsequent elimination of the corresponding Me3SiX assisted by another IMe4 molecule. Silylene 2 undergoes not only the coordination to BPh3 and the addition reactions with 2,3-dimethylbutadiene and Me3SiI but also an unprecedented substitution reaction with (Me3Si)3SiI affording (Me3Si)3Si-substituted IMe4-coordinated silylene 6.
AB - Base-coordinated silylenes are often used as electron-donating ligands for metal complexes and low-coordinate species of main group elements. However, the synthesis routes to base-coordinated silylenes remain limited. Herein, we report a rapid and mild reaction providing NHC-coordinated bis(trimethylsilyl)silylene 2, which includes the coordination of 1,3,4,5-tetramethylimidazol-2-ylidene (IMe4) to (Me3Si)3SiX (1, X= Cl, Br, and I) and the subsequent elimination of the corresponding Me3SiX assisted by another IMe4 molecule. Silylene 2 undergoes not only the coordination to BPh3 and the addition reactions with 2,3-dimethylbutadiene and Me3SiI but also an unprecedented substitution reaction with (Me3Si)3SiI affording (Me3Si)3Si-substituted IMe4-coordinated silylene 6.
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U2 - 10.1021/acs.organomet.1c00380
DO - 10.1021/acs.organomet.1c00380
M3 - Article
AN - SCOPUS:85112709174
SN - 0276-7333
VL - 40
SP - 2415
EP - 2419
JO - Organometallics
JF - Organometallics
IS - 15
ER -