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Indol-2-Ylidene (IdY): A New Ambiphilic N-Heterocyclic Carbene Derived from Indole

preprint
submitted on 15.10.2020 and posted on 15.10.2020 by Hyunho Kim, Minseop Kim, Hayoung Song, Eunsung Lee
The ambiphilic N-heterocyclic carbene ligand, indol-2-ylidene (IdY, A), is described. A series of indolenium precursors (2a-f) were prepared on a gram scale in good yields. Trapping experiments with elemental selenium, [RhCl(cod)]2 and CuCl lead to IdY-supported materials, respectively. Computational and spectroscopic studies revealed the ambiphilicity of IdY. The copper complexes (6) show high percent buried volume (%Vbur = 58.1) and allow for carboboration of terminal alkynes within 30 minutes as synthetically useful yields and high regioselectivity.

History

Email Address of Submitting Author

gusgh2929@postech.ac.kr

Institution

Pohang University of Science and Technology

Country

Republic of Korea

ORCID For Submitting Author

0000-0001-5434-8967

Declaration of Conflict of Interest

The authors declare no conflict of interest.

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