Organometallics
Article
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C {1H} NMR (100 MHz, CDCl , δ) 158.0, 154.2, 154.1, 152.9,
synthesis of pyrrolidinone derivatives, H and C { H}
NMR of compounds 2, 3, Ru1−3, and Ir1−3, and
additional references (DOCX)
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40.5, 139.7, 138.8, 129.1, 127.7, 126.9, 120.8, 120.7, 118.9, 117.3,
03.9, 103.0, 88.6, 87.4, 83.1, 82.3, 61.9, 30.5, 23.2, 22.1, 21.8,18.2.
Elemental Analysis: C H N Cl Ru (%): C, 57.83, H, 5.37, N, 7.23.
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Found: C, 57.68, H, 5.28, N, 7.05.
HRMS (ESI): m/z Calculated for C H N ClRu: 546.1250; m/z
measured: 546.1251
Synthesis of Ir2: [(bdpa)Cp*IrCl]Cl. 2 (0.031 g, 0.12 mmol) was
added to a suspension of [Cp*IrCl2]2 (0.045 g, 0.056 mmol) in
methanol (5 mL). The mixture was stirred for 12 h at 50 °C. After
evaporation to dryness, the residue was washed with diethyl ether (3 ×
AUTHOR INFORMATION
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■
*
ORCID
Ced
Notes
́
2
8
mL) to give the expected product as a yellow powder (0.056 g, yield:
9%).
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The authors declare no competing financial interest.
H NMR (400 MHz, CDCl , δ) 8.54 (d, J
= 7.2 Hz, 1H, pyr
3
H−H
CH), 7.82−7.77 (m, 2H, CH), 7.38−7.35 (m, 5H, CH), 7.28−7.27
ACKNOWLEDGMENTS
We acknowledge the China Scholarship Council for a grant to
SW.
(
m, 2H, CH), 7.22−7.18 (m, 2H, CH), 5.88 (s, 2H, NCH ), 1.50 (s,
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5H, Cp* CH ).
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C { H} NMR (100 MHz, CDCl , δ) 154.7, 152.3, 141.4, 133.9,
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29.3, 128.1, 126.4, 121.8, 116.2, 88.7, 57.4, 8.9.
HRMS (ESI): m/z Calculated for C H N ClIr: 624.1752; m/z
measured: 624.1760
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REFERENCES
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(
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(
was added to a suspension of [Cp*IrCl ] (0.045 g, 0.056 mmol) in
2
2
methanol (5 mL). The mixture was stirred for 12 h at 50 °C. After
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(
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1
3
= 6.0 Hz, 4JH−H
=
H NMR (400 MHz, CDCl , δ) 8.61 (dd, J
.6 Hz, 1H, pyr CH), 8.50 (dd, JH−H = 6.0 Hz, J
3
H−H
3
3
1
= 1.6 Hz, 1H,
H−H
pyr CH), 7.88−7.84 (m, 1H, CH), 7.71−7.67 (m, 1H, CH), 7.48 (d,
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J
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H, CH), 6.37 (q, J
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= 6.8 Hz,
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3
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1
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41.8, 139.9, 139.0, 129.2, 128.0, 126.7, 122.4, 121.9, 119.5, 117.2,
8.7, 61.6, 22.1, 9.2.
HRMS (ESI): m/z Calculated for C H N ClIr: 638.1914; m/z
28
32
3
measured: 638.1907
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3
to a Schlenk tube equipped with a Teflon screw cap. The mixture of
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1
anisole as internal standard. Volatile compounds were removed under
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General Procedure for the Reductive Amination of Levulinic
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(
(
2
(
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°
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3
2
4
flash column chromatography using petroleum ether and ethyl acetate
(
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(
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ASSOCIATED CONTENT
(13) (a) Bucci, A.; Menendez Rodriguez, G.; Bellachioma, G.;
Zuccaccia, C.; Poater, A.; Cavallo, L.; Macchioni, A. ACS Catal. 2016,
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* Supporting Information
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4
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Organometallics XXXX, XXX, XXX−XXX