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Chemistry

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University of Windsor

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Carbocation

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Articles 1 - 3 of 3

Full-Text Articles in Physical Sciences and Mathematics

Nicholas Reactions Of Alkynyl- And Alkenyltrifluoroborates, Brent St. Onge, James R. Green Aug 2017

Nicholas Reactions Of Alkynyl- And Alkenyltrifluoroborates, Brent St. Onge, James R. Green

Chemistry and Biochemistry Publications

The Lewis acid mediated Nicholas reaction of potassium alkynyltrifluoroborates and propargyl acetate- hexacarbonyldicobalt complexes affords 1,4-diyne dicobalt hexacarbonyl complexes in good yields. The analogous Nicholas reactions of potassium alkenyltrifluoroborates give 1,3-enyne dicobalt hexacarbonyl complexes in most cases, although the initial site of reaction can vary. Potassium vinyltrifluoroborate itself affords alkynylcyclopropane complexes.


Synthesis Of Tenuifolin Via Intramolecular Nicholas Reaction, Sinisa Djurdjevic, James R. Green Oct 2014

Synthesis Of Tenuifolin Via Intramolecular Nicholas Reaction, Sinisa Djurdjevic, James R. Green

Chemistry and Biochemistry Publications

The synthesis of the Cinnamomum homosesquiterpenoid tenuifolin has been accomplished by way of an intramolecular Nicholas reaction of the [Co2(CO)6] complex of an alkyne-substituted biaryl for construction of the seven-membered ring. The cyclization features the reaction of a nonactivated arene ring with the propargyldicobalt cation to give the dibenzocycloheptyne-Co2(CO)6.


Alkynedicobalt Complexes In Γ-Carbonyl Cations And Cycloheptynedicobalt Complexes, James R. Green Jun 2012

Alkynedicobalt Complexes In Γ-Carbonyl Cations And Cycloheptynedicobalt Complexes, James R. Green

Chemistry and Biochemistry Publications

This Account describes our work on highly electrophilic γ-carbonyl cations featuring propargyldicobalt cations, cycloheptynedicobalt complexes, and the interconnection between the two systems.
1 Introduction
2 γ-Carbonyl Cations via Iron Allyl Cations
3 γ-Carbonyl Cations via Propargyldicobalt Cations
3.1 Synthesis of Velloziolide
3.2 Synthesis of Microstegiol
4 Synthesis of Cycloheptynedicobalt Complexes
4.1 Synthesis via γ-Carbonyl Cations
4.2 Cycloheptynedicobalt Complexes via [4+3] Cycloaddition Reactions
4.3 Cycloheptynedicobalt Complexes via Ring-Closing Meta­thesis
4.4 Cycloaddition Reactions on Cycloheptynedicobalt Complexes
4.5 Cycloheptynedicobalt Complexes via Intramolecular ­Nicholas Reactions
5 Dehydrotropylium Ion Co2(CO)6 Complex
6 Final Comments