Cobalt-Hydride-Catalyzed Hydrosilylation of 3-Alkynes Accompanying I-Bond Migration

Yeong Bum Kim; Dongwook Kim; Shashikant U. Dighe; Sukbok Chang; Jung Woo Park; Jung Woo Park

doi:10.1021/acscatal.0c05424

Cobalt-Hydride-Catalyzed Hydrosilylation of 3-Alkynes Accompanying I-Bond Migration

Yeong Bum Kim
, Dongwook Kim
, Shashikant U. Dighe
, Sukbok Chang
, Jung Woo Park
, Jung Woo Park

Dept. of Fine Chemistry

Korea Advanced Institute of Science and Technology
Institute for Basic Science

Research output: Contribution to journal › Article › peer-review

31 Scopus citations

Abstract

We describe a protocol for cobalt-catalyzed hydrosilylation of 3-alkynes with accompanying I-bond migration. Mechanistic studies indicate that (i) cobalt(I)-hydride bearing a bulky bisphosphine ligand is the key intermediate and (ii) I-bond migration occurs prior to hydrosilylation. The cascade process selectively furnishes terminal branched allylsilanes under mild conditions.

Original language	English
Pages (from-to)	1548-1553
Number of pages	6
Journal	ACS Catalysis
Volume	11
Issue number	3
DOIs	https://doi.org/10.1021/acscatal.0c05424
State	Published - 5 Feb 2021

Keywords

I-bond migration
alkyne
alkyne
allylsilane
cobalt
hydrosilylation

Access to Document

10.1021/acscatal.0c05424

Cite this

@article{a7d4035cb2ea4935ae28386d8ce69d89,

title = "Cobalt-Hydride-Catalyzed Hydrosilylation of 3-Alkynes Accompanying I-Bond Migration",

abstract = "We describe a protocol for cobalt-catalyzed hydrosilylation of 3-alkynes with accompanying I-bond migration. Mechanistic studies indicate that (i) cobalt(I)-hydride bearing a bulky bisphosphine ligand is the key intermediate and (ii) I-bond migration occurs prior to hydrosilylation. The cascade process selectively furnishes terminal branched allylsilanes under mild conditions.",

keywords = "I-bond migration, alkyne, alkyne, allylsilane, cobalt, hydrosilylation",

author = "Kim, \{Yeong Bum\} and Dongwook Kim and Dighe, \{Shashikant U.\} and Sukbok Chang and Park, \{Jung Woo\} and Park, \{Jung Woo\}",

note = "Publisher Copyright: {\textcopyright} ",

year = "2021",

month = feb,

day = "5",

doi = "10.1021/acscatal.0c05424",

language = "English",

volume = "11",

pages = "1548--1553",

journal = "ACS Catalysis",

issn = "2155-5435",

number = "3",

}

TY - JOUR

T1 - Cobalt-Hydride-Catalyzed Hydrosilylation of 3-Alkynes Accompanying I-Bond Migration

AU - Kim, Yeong Bum

AU - Kim, Dongwook

AU - Dighe, Shashikant U.

AU - Chang, Sukbok

AU - Park, Jung Woo

N1 - Publisher Copyright: ©

PY - 2021/2/5

Y1 - 2021/2/5

N2 - We describe a protocol for cobalt-catalyzed hydrosilylation of 3-alkynes with accompanying I-bond migration. Mechanistic studies indicate that (i) cobalt(I)-hydride bearing a bulky bisphosphine ligand is the key intermediate and (ii) I-bond migration occurs prior to hydrosilylation. The cascade process selectively furnishes terminal branched allylsilanes under mild conditions.

AB - We describe a protocol for cobalt-catalyzed hydrosilylation of 3-alkynes with accompanying I-bond migration. Mechanistic studies indicate that (i) cobalt(I)-hydride bearing a bulky bisphosphine ligand is the key intermediate and (ii) I-bond migration occurs prior to hydrosilylation. The cascade process selectively furnishes terminal branched allylsilanes under mild conditions.

KW - I-bond migration

KW - alkyne

KW - allylsilane

KW - cobalt

KW - hydrosilylation

UR - https://www.scopus.com/pages/publications/85099950971

U2 - 10.1021/acscatal.0c05424

DO - 10.1021/acscatal.0c05424

M3 - Article

AN - SCOPUS:85099950971

SN - 2155-5435

VL - 11

SP - 1548

EP - 1553

JO - ACS Catalysis

JF - ACS Catalysis

IS - 3

ER -

Cobalt-Hydride-Catalyzed Hydrosilylation of 3-Alkynes Accompanying I-Bond Migration

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this