Primary Alcohols via Nickel Pentacarboxycyclopentadienyl Diamide Catalyzed Hydrosilylation of Terminal Epoxides | Zendy

Keri A. Steiniger | Zendy; Tristan H. Lambert | Zendy

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Primary Alcohols via Nickel Pentacarboxycyclopentadienyl Diamide Catalyzed Hydrosilylation of Terminal Epoxides

Author(s) -

Keri A. Steiniger,

Tristan H. Lambert

Publication year - 2021

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.1c03029

Subject(s) - chemistry , hydrosilylation , catalysis , regioselectivity , nickel , ligand (biochemistry) , primary (astronomy) , lewis acids and bases , terminal (telecommunication) , combinatorial chemistry , organic chemistry , derivative (finance) , financial economics , telecommunications , biochemistry , physics , receptor , astronomy , computer science , economics

The efficient and regioselective hydrosilylation of epoxides co-catalyzed by a pentacarboxycyclopentadienyl (PCCP) diamide nickel complex and Lewis acid is reported. This method allows for the reductive opening of terminal, monosubstituted epoxides to form unbranched, primary alcohols. A range of substrates including both terminal and nonterminal epoxides are shown to work, and a mechanistic rationale is provided. This work represents the first use of a PCCP derivative as a ligand for transition-metal catalysis.

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