Synthesis and use of bench-stable precatalysts with heck-type activation and progress towards the continuous-flow synthesis of atorvastatin

[color illustrations] We introduce a new class of bench-stable N-heterocyclic carbene nickel precatalysts for homogeneous nickel-catalysis. The nickel(II) complexes are readily activated to Ni⁰ in situ under mild conditions, via a proposed Heck-type mechanism. The precatalysts are able to facilitate carbonyl-ene, hydroalkenylation, and amination reactions. [color illustrations] Herein, we report the synthesis and characterization of a new class of air- and moisture-stable triphenylphosphine nickel(II) precatalysts, which activate through a Heck-type mechanism. The activity of these precatalysts is demonstrated with a carbonyl-ene coupling reaction.

Name thesis:degree_name

Doctoral

Department dc:contributor.department

Massachusetts Institute of Technology. Department of Chemistry

Grantor dc:publisher

Massachusetts Institute of Technology

Year dc:date.issued

2019

Author dc:creator

• Weber, Jessica M.(Jessica Marie)

Advisor dc:contributor.advisor

• Timothy F. Jamison.

• Chemistry.

Statement dc:rights

• MIT theses are protected by copyright. They may be viewed, downloaded, or printed from this source but further reproduction or distribution in any format is prohibited without written permission.

Licence dc:rights.uri

• http://dspace.mit.edu/handle/1721.1/7582

Language dc:language.iso

eng

Handle dc:identifier.uri

https://hdl.handle.net/1721.1/122858

OAI identifier oai:identifier

oai:dspace.mit.edu:1721.1/122858