Diverse mechanistic pathways and selectivities in organo-f-element-catalyzed hydroamination. Intermolecular organolanthanide-catalyzed alkyne and alkene hydroamination

Yanwu Li; Tobin J. Marks

doi:10.1021/om960293y

Diverse mechanistic pathways and selectivities in organo-f-element-catalyzed hydroamination. Intermolecular organolanthanide-catalyzed alkyne and alkene hydroamination

Yanwu Li, Tobin J. Marks^*

^*Corresponding author for this work

Chemistry

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

247 Scopus citations

Abstract

Lanthanide metallocenes catalyze the regiospecific intermolecular addition of primary amines to acetylenic, olefinic, and diene substrates at rates which are ∼1/1000 those of the most rapid intramolecular analogues. Kinetic and mechanistic data argue for turnover-limiting C≡C/C=C insertion into a Ln-N bond, followed by protonolysis of the resulting Ln-C bond.

Original language	English (US)
Pages (from-to)	3770-3772
Number of pages	3
Journal	Organometallics
Volume	15
Issue number	18
DOIs	https://doi.org/10.1021/om960293y
State	Published - Sep 3 1996

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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abstract = "Lanthanide metallocenes catalyze the regiospecific intermolecular addition of primary amines to acetylenic, olefinic, and diene substrates at rates which are ∼1/1000 those of the most rapid intramolecular analogues. Kinetic and mechanistic data argue for turnover-limiting C≡C/C=C insertion into a Ln-N bond, followed by protonolysis of the resulting Ln-C bond.",

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Y1 - 1996/9/3

N2 - Lanthanide metallocenes catalyze the regiospecific intermolecular addition of primary amines to acetylenic, olefinic, and diene substrates at rates which are ∼1/1000 those of the most rapid intramolecular analogues. Kinetic and mechanistic data argue for turnover-limiting C≡C/C=C insertion into a Ln-N bond, followed by protonolysis of the resulting Ln-C bond.

AB - Lanthanide metallocenes catalyze the regiospecific intermolecular addition of primary amines to acetylenic, olefinic, and diene substrates at rates which are ∼1/1000 those of the most rapid intramolecular analogues. Kinetic and mechanistic data argue for turnover-limiting C≡C/C=C insertion into a Ln-N bond, followed by protonolysis of the resulting Ln-C bond.

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Diverse mechanistic pathways and selectivities in organo-f-element-catalyzed hydroamination. Intermolecular organolanthanide-catalyzed alkyne and alkene hydroamination

Abstract

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