Carbon–Carbon Bond Formation between N-Heterocyclic Carbene Ligand on Ruthenium Carbene Catalysts and 1,4-Naphthoquinone via Intramolecular Carbon(sp3)–Hydrogen Bond Activation,Organometallics

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Carbon–Carbon Bond Formation between N-Heterocyclic Carbene Ligand on Ruthenium Carbene Catalysts and 1,4-Naphthoquinone via Intramolecular Carbon(sp3)–Hydrogen Bond Activation
Organometallics ( IF 2.5 ) Pub Date : 2021-08-09 , DOI: 10.1021/acs.organomet.1c00350
Yuki Wada ₁ , Tsunayoshi Takehara ₂ , Takeyuki Suzuki ₂ , Satoshi Aoki ₃ , Takayuki Hibi ₄ , Makoto Sako ₁ , Hirofumi Tsujino _{1,

5} , Yasuo Tsutsumi ₁ , Mitsuhiro Arisawa ₁

Affiliation

Reactions of ruthenium carbene catalysts, including their metathesis, nonmetathesis, and decomposition reactions, have been extensively studied because of their importance in organic synthesis. Here, we developed a novel cross-coupling reaction between 1,4-naphthoquinone and NHC ligands on ruthenium benzylidene complexes via intramolecular C(sp³)–H bond activation. Also, we discovered a novel tricyclic blue pigment, 2-(1-mesityl-5,7-dimethyl-2,3-dihydro-1H-imidazo[1,2-a]indol-9-yl)naphthalene-1,4-dione, as a product of the reaction.

中文翻译：

钌卡宾催化剂上的 N-杂环卡宾配体与 1,4-萘醌通过分子内碳（sp3）-氢键活化形成碳-碳键

钌卡宾催化剂的反应，包括它们的复分解、非复分解和分解反应，由于它们在有机合成中的重要性而被广泛研究。在这里，我们通过分子内 C(sp ³ )-H 键活化开发了 1,4-萘醌和 NHC 配体在亚苄基钌配合物上的新型交叉偶联反应。此外，我们还发现了一种新型三环蓝色颜料，2-(1-mesityl-5,7-dimethyl-2,3-dihydro-1 H - imidazo[1,2 - a ]indol-9-yl)naphthalene-1， 4-二酮，作为反应产物。

更新日期：2021-08-23

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