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Hydroboration of internal alkynes catalyzed by FeH(CO)(NO)(PPh3)2: a case of boron-source controlled regioselectivity

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Abstract

The structurally defined Fe–H complex FeH(CO)(NO)(Ph3P)2 catalyzes the efficient stereoselective hydroboration of a variety of internal alkynes using either pinacolborane (HBpin) or bis(pinacolato)diboron (B2pin2) as a boron source. Upon hydroboration of unsymmetrical internal alkynes, a boron-source dependent regioselectivity was observed. Whereas the use of HBpin provides access to products that can be rationalized through a borylferration mechanism, a complementary regioselectivity was observed using B2pin2, which is indicative of a hydroferration mechanism.

Graphical abstract: Hydroboration of internal alkynes catalyzed by FeH(CO)(NO)(PPh3)2: a case of boron-source controlled regioselectivity

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Article information


Submitted
05 Dec 2019
Accepted
15 Jan 2020
First published
16 Jan 2020

Catal. Sci. Technol., 2020, Advance Article
Article type
Paper

Hydroboration of internal alkynes catalyzed by FeH(CO)(NO)(PPh3)2: a case of boron-source controlled regioselectivity

F. Rami, F. Bächtle and B. Plietker, Catal. Sci. Technol., 2020, Advance Article , DOI: 10.1039/C9CY02461A

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