Direct Suzuki–Miyaura Coupling of Naphthalene-1,8-diaminato (dan)-Substituted Cyclopropylboron Compounds

11 October 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We herein describe the direct Suzuki–Miyaura coupling of dan-substituted, saturated organoboron compounds. Despite its Lewis acidity-diminished and robust character of the boron center, cyclopropyl–B(dan) can be activated by t-BuOK to under-go transmetalation with a palladium complex. The increased s-character of the C–B(dan) bond as compared with other alkyl–B(dan) should be the key to the smooth reaction.

Keywords

Suzuki–Miyaura coupling
dan-substituted cyclopropylboron compounds

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