Abstract
Conjugated dienes are desirable reagents for several important applications. We report that sterically uncrowded PCP-pincer iridium complexes, including precursors of (i Pr4PCP)Ir and (Me2tBu2PCP)Ir, catalyze the transfer dehydrogenation of pentane, using high concentrations of t‐butylethylene (TBE) as hydrogen acceptor, to give high yields of 1,3-pentadiene (piperylene). Piperylene yields are ca. 100-fold greater than those obtained with the more widely used di(t‐butyl)phosphino substituted pincer iridium catalysts. This represents, to our knowledge, the first reported high-yield synthesis of dienes via the dehydrogenation of n-alkane using molecular catalysts. To our knowledge, this is the first reported high-yield synthesis of dienes achieved via the dehydrogenation of n-alkane using molecular catalysts.
| Original language | English |
|---|---|
| Pages (from-to) | 368-375 |
| Number of pages | 8 |
| Journal | Journal of Molecular Catalysis A: Chemical |
| Volume | 426 |
| DOIs | |
| Publication status | Published - Jan 1 2017 |
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Keywords
- Alkane dehydrogenation
- Catalytic alkane conversion
- C[sbnd]H bond activation
- Dienes
- Pincer-Iridium complexes
ASJC Scopus subject areas
- Catalysis
- Process Chemistry and Technology
- Physical and Theoretical Chemistry
Cite this
High yields of piperylene in the transfer dehydrogenation of pentane catalyzed by pincer-ligated iridium complexes. / Kumar, Akshai; Hackenberg, Jason D.; Zhuo, Gao; Steffens, Andrew M.; Mironov, Oleg; Saxton, Robert J.; Goldman, Alan S.
In: Journal of Molecular Catalysis A: Chemical, Vol. 426, 01.01.2017, p. 368-375.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - High yields of piperylene in the transfer dehydrogenation of pentane catalyzed by pincer-ligated iridium complexes
AU - Kumar, Akshai
AU - Hackenberg, Jason D.
AU - Zhuo, Gao
AU - Steffens, Andrew M.
AU - Mironov, Oleg
AU - Saxton, Robert J.
AU - Goldman, Alan S
PY - 2017/1/1
Y1 - 2017/1/1
N2 - Conjugated dienes are desirable reagents for several important applications. We report that sterically uncrowded PCP-pincer iridium complexes, including precursors of (i Pr4PCP)Ir and (Me2tBu2PCP)Ir, catalyze the transfer dehydrogenation of pentane, using high concentrations of t‐butylethylene (TBE) as hydrogen acceptor, to give high yields of 1,3-pentadiene (piperylene). Piperylene yields are ca. 100-fold greater than those obtained with the more widely used di(t‐butyl)phosphino substituted pincer iridium catalysts. This represents, to our knowledge, the first reported high-yield synthesis of dienes via the dehydrogenation of n-alkane using molecular catalysts. To our knowledge, this is the first reported high-yield synthesis of dienes achieved via the dehydrogenation of n-alkane using molecular catalysts.
AB - Conjugated dienes are desirable reagents for several important applications. We report that sterically uncrowded PCP-pincer iridium complexes, including precursors of (i Pr4PCP)Ir and (Me2tBu2PCP)Ir, catalyze the transfer dehydrogenation of pentane, using high concentrations of t‐butylethylene (TBE) as hydrogen acceptor, to give high yields of 1,3-pentadiene (piperylene). Piperylene yields are ca. 100-fold greater than those obtained with the more widely used di(t‐butyl)phosphino substituted pincer iridium catalysts. This represents, to our knowledge, the first reported high-yield synthesis of dienes via the dehydrogenation of n-alkane using molecular catalysts. To our knowledge, this is the first reported high-yield synthesis of dienes achieved via the dehydrogenation of n-alkane using molecular catalysts.
KW - Alkane dehydrogenation
KW - Catalytic alkane conversion
KW - C[sbnd]H bond activation
KW - Dienes
KW - Pincer-Iridium complexes
UR - http://www.scopus.com/inward/record.url?scp=85003520628&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85003520628&partnerID=8YFLogxK
U2 - 10.1016/j.molcata.2016.10.019
DO - 10.1016/j.molcata.2016.10.019
M3 - Article
VL - 426
SP - 368
EP - 375
JO - Journal of Molecular Catalysis A: Chemical
JF - Journal of Molecular Catalysis A: Chemical
SN - 1381-1169
ER -