Abstract
Conventional oxidations of organic compounds formally transfer hydrogen atoms from the substrate to an acceptor molecule such as oxygen, a metal oxide, or a sacrificial olefin. In acceptorless dehydrogenation (AD) reactions, catalytic scission of C-H, N-H, and/or O-H bonds liberates hydrogen gas with no need for a stoichiometric oxidant, thereby providing efficient, nonpolluting activation of substrates. In addition, the hydrogen gas is valuable in itself as a high-energy, clean fuel. Here, we review AD reactions selectively catalyzed by transition metal complexes, as well as related transformations that rely on intermediates derived from reversible dehydrogenation. We delineate the methodologies evolving from this recent concept and highlight the effect of these reactions on chemical synthesis.
| Original language | English |
|---|---|
| Article number | 1229712 |
| Journal | Science |
| Volume | 341 |
| Issue number | 6143 |
| DOIs | |
| Publication status | Published - 2013 |
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ASJC Scopus subject areas
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Cite this
Applications of acceptorless dehydrogenation and related transformations in chemical synthesis. / Gunanathan, Chidambaram; Milstein, David.
In: Science, Vol. 341, No. 6143, 1229712, 2013.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Applications of acceptorless dehydrogenation and related transformations in chemical synthesis
AU - Gunanathan, Chidambaram
AU - Milstein, David
PY - 2013
Y1 - 2013
N2 - Conventional oxidations of organic compounds formally transfer hydrogen atoms from the substrate to an acceptor molecule such as oxygen, a metal oxide, or a sacrificial olefin. In acceptorless dehydrogenation (AD) reactions, catalytic scission of C-H, N-H, and/or O-H bonds liberates hydrogen gas with no need for a stoichiometric oxidant, thereby providing efficient, nonpolluting activation of substrates. In addition, the hydrogen gas is valuable in itself as a high-energy, clean fuel. Here, we review AD reactions selectively catalyzed by transition metal complexes, as well as related transformations that rely on intermediates derived from reversible dehydrogenation. We delineate the methodologies evolving from this recent concept and highlight the effect of these reactions on chemical synthesis.
AB - Conventional oxidations of organic compounds formally transfer hydrogen atoms from the substrate to an acceptor molecule such as oxygen, a metal oxide, or a sacrificial olefin. In acceptorless dehydrogenation (AD) reactions, catalytic scission of C-H, N-H, and/or O-H bonds liberates hydrogen gas with no need for a stoichiometric oxidant, thereby providing efficient, nonpolluting activation of substrates. In addition, the hydrogen gas is valuable in itself as a high-energy, clean fuel. Here, we review AD reactions selectively catalyzed by transition metal complexes, as well as related transformations that rely on intermediates derived from reversible dehydrogenation. We delineate the methodologies evolving from this recent concept and highlight the effect of these reactions on chemical synthesis.
UR - http://www.scopus.com/inward/record.url?scp=84880418740&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84880418740&partnerID=8YFLogxK
U2 - 10.1126/science.1229712
DO - 10.1126/science.1229712
M3 - Article
VL - 341
JO - Science
JF - Science
SN - 0036-8075
IS - 6143
M1 - 1229712
ER -