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February 12, 2013Journal of the American Chemical Society148 citations

Synthesis of Primary and Secondary Alkylboronates through Site-Selective C(sp3)–H Activation with Silica-Supported Monophosphine–Ir Catalysts

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SKSoichiro KawamoritaRMRyo MurakamiTITomohiro Iwai

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Abstract

The site-selective activation and borylation of unactivated C(sp(3))-H bonds in 2-alkylpyridines to form primary and secondary alkylboronates was achieved using silica-supported monophosphine-Ir catalysts. This borylation occurs selectively at C-H bonds located γ to the pyridine nitrogen atom. The site-selectivity of this reaction suggests that the C-H bond cleavage occurs with the assistance of a proximity effect due to N-to-Ir coordination.

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Cite This Study

Kawamorita et al. (2013) studied this question.

synapsesocial.com/papers/69ded5c1499d77a496b0d02bhttps://doi.org/10.1021/ja3126239
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