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Research
The Nobel Prize in Chemistry 2010 was awarded jointly to Richard F. Heck, Ei-ichi Negishi and Akira Suzuki "for palladium-catalyzed cross couplings in organic synthesis"
(http://www.nobelprize.org/nobel_prizes/chemistry/laureates/2010/)
"Palladium-catalyzed cross couplings in organic synthesis" allows novel way of C-C bond formations with the use of organometallic reagents. For example, given below is a vareity of organometallic reagents that are known to provide one C-C bond formation during the cross-coupling process.
A new dimension for this reactivity was explored with the use of Triarylbismuth organometallic reagents which deliver Threefold C-C couplings in one-pot operation encompassing some aspects of Green Chemistry towards the development of GREEN and atom-economic cross-coupling processes.
Triarylbismuths with threefold coupling reactivity as atom-economic GREEN ORGANOMETALLIC reagents
Triarylbismuths are stable compounds, easy to prepare, purfiy and handle.
Novel cross-coupling reactivity of triarylbsimuths currently being explored under metal-catalyzed conditions for C-C, C-N and C-O bond formations.
In comparison with conventional cross-couplings, coupling reactions with triarylbismuths are synthetically advantageous and provide:
* Threefold coupling in one-pot operation
* Atom-economic reactivity
* Sub-stoichiometric loading
* Faster reactivity
* Short reaction duration
* High yields
* Versatile couplings with a variety of organic electrophiles
Moving from traditional step-by-step synthesis
to one-pot multipe transformations under a combined catalytic protocol operation. This avoids intermediate isolations & purifications, and reduces waste & energy .
Above scheme
combines domino cross-coupling with Heck-Larock annulation
under palladium catalysis
Triarylbismuths as Threefold Organometallic Reagents in Organic Synthesis
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