Angewandte Chemie International Edition
10.1002/anie.201710074
COMMUNICATION
Table 2. Substrate scope: versatility of the catalytic route to various target aromatic chemicals.
[
a]
[b]
Substrate
Dienophile
Diels-Alder reaction
DHA-HDO
[
c]
Entry
Overall Yield(%)
Diene
Product
Yield (%)
96
Product
Yield (%)
1
2
94
92
90
80
87
3
4
99
90
92
92
91
83
5
6
87
92
80
99
93
92
92
92
[
d]
7
--
--
--
[
a] The reactions were performed solvent-free with 0.30 mol diene and 0.24 mol dienophile at 25 °C for 24 h, using 10 mmol [Bmim]Zn
2
Cl
as the carrier gas (flow rate: 20 mL·min )
and the liquid products were trapped in an ice-bathed collecting flask with TOS = 1 h and analyzed by GC-FID. [c] Overall yields were calculated based on the
5
as the catalyst. [b]
-
1
-1
-1
Reaction conditions: the substrate (LHSV: 1 mL·g ·h ) was passed over a bed of the catalyst (1 g) at 350 °C using N
2
2
starting dienophile. [d] Cyclohex-3-enecarbaldehyde was used directly in the W C/AC-catalyzed gas phase DHA-HDO reaction.
Natural Science Foundation of China (21690080, 21690083,
[6]
T. W. Lyons, D. Guironnet, M. Findlater, M. Brookhart, J. Am. Chem.
Soc. 2012, 134, 15708-15711.
2
1721004, 21473187 and 21506214) and the Strategic Priority
Research Program of the Chinese Academy of Sciences
XDB17020100) is gratefully acknowledged.
[
[
7]
8]
X. M. Lv, F. Wang, P. P. Zhou, L. D. Ye, W. P. Xie, H. M. Xu, H. W. Yu,
Nat. Commun. 2016, 7, 12851-12863.
(
X. Gao, F. Gao, D. Liu, H. Zhang, X. Q. Nie, C. Yang, Energy Environ.
Sci. 2016, 9, 1400-1411.
Keywords:
para-xylene
•
tungsten
carbide
•
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L. Liu, X. P. Ye, J. J. Bozell, ChemSusChem 2012, 5, 1162-1180.
F. Wang, Z. H. Tong, Chemistryselect 2016, 1, 5538-5541.
T. Dai, C. Li, B. Zhang, H. Guo, X. Pan, L. Li, A. Wang, T. Zhang,
ChemSusChem 2016, 9, 3434-3440.
[
[
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hydrodeoxygenation • olefin metathesis reaction • biomass
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conversion
[
[
R. Ahuja, B. Punji, M. Findlater, C. Supplee, W. Schinski, M. Brookhart,
A. S. Goldman, Nat. Chem. 2010, 3, 167-171.
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