Metal-free oxidation of benzyl amines to imines

Article abstract of DOI:10.1016/j.tetlet.2013.04.018

A convenient procedure for the oxidation of benzyl amines to the corresponding imines has been developed. Various imines were produced in good to excellent yields. Notably, no catalyst was needed, and H₂O ₂ was used as the oxidant an

Full text of DOI:10.1016/j.tetlet.2013.04.018

Accepted Manuscript
Metal-free Oxidation of Benzyl Amines to Imines
Xiao-Feng Wu, Andranik Petrosyan, Tariel V. Ghochikyan, Ashot S. Saghyan,
Peter Langer
PII:
S0040-4039(13)00592-3
DOI:
http://dx.doi.org/10.1016/j.tetlet.2013.04.018
TETL 42785
Reference:
To appear in:
Tetrahedron Letters
Received Date:
Revised Date:
Accepted Date:
1 March 2013
3 April 2013
5 April 2013
Please cite this article as: Wu, X-F., Petrosyan, A., Ghochikyan, T.V., Saghyan, A.S., Langer, P., Metal-free
Oxidation of Benzyl Amines to Imines, Tetrahedron Letters (2013), doi: http://dx.doi.org/10.1016/j.tetlet.
2013.04.018
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Graphical Abstract
Metal-free Oxidation of Benzyl Amines to
Imines
Leave this area blank for abstract info.
Xiao-Feng Wu, Andranik Petrosyan, Tariel V. Ghochikyan, Ashot S. Saghyan and Peter Langer

1
Tetrahedron Letters
journal homepage: www.elsevier.com
Metal-free Oxidation of Benzyl Amines to Imines
Xiao-Feng Wua,b*, Andranik Petrosyanb,c,d, Tariel V. Ghochikyand, Ashot S. Saghyand,e, and Peter
Langerb,c
a Department of Chemistry, Zhejiang Sci-Tech University, Xiasha Campus, Hangzhou, Zhejiang Province, 310018, People’s Republic of China
b Leibniz-Institut für Katalyse e.V. an der Universität Rostock, Albert-Einstein-Strasse 29a, 18059 Rostock, Germany
c Institut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany
d Faculty of Chemistry, Yerevan State University, Alex Manoogian 1, 0025 Yerevan, Armenia
e Scientific and Production Center “Armbiotechnology” of NAS RA, 14 Gyurjyan Str., 0056 Yerevan, Armenia
ARTICLE INFO
ABSTRACT
Article history:
Received
Received in revised form
Accepted
A convenient procedure for the oxidation of benzyl amines to the corresponding imines has been
developed. Various imines were produced in good to excellent yields. Notably, no catalyst was
needed, and H2O2 was used as the oxidant and no solvent was required.
2013 Elsevier Ltd. All rights reserved.
Available online
Keywords:
Metal-free
Oxidation
Benzyl amines
Imines
H2O2
Table 1. Oxidation of benzyl amines.a
Imines are an important class of compounds with broad
applications in organic synthesis.[1,2] For example, imines are
useful intermediates for reduction, nucleophilic addition,
condensation and cycloadditions. Additionally, various biological
active nitrogen-containing heterocycles need imines as the key
intermediates for their synthesis. Based on their importance, there
are numerous methodologies have been developed, such as the
condensation of amine with carbonyl compounds,[3] and the
oxidation of amines.[4] In the latter case, the combination of
metal catalysts with oxidants is normally needed as their
oxidation system. Here, we wish to report a convenient metal-
free procedure for the oxidation of benzyl amines to the
corresponding imines with H2O2 as the oxidant under solvent free
conditions.[5]
Entry
Product
Yield [%]b
69
1
95[d]
2
3
4
94
86
Recently, we developed a Lewis acid catalyzed oxidation of
benzyl amines to the corresponding benzamides.[6] During that
study, we found the formation of imine when using H2O2 as the
oxidant instead of tert-butyl peroxide (TBHP). Taking the
importance of imines into consideration, we carried out further
studies for the imine formation. At the end, the presence of
catalyst was found to be unnecessary, the reaction works in the
absence of catalyst under solvent free conditions (substrate 1
mmol; H2O2 1 mmol; 100oC; 16h).
81[c]
84
5
6
———
 Corresponding author. e-mail: xiao-feng.wu@catalysis.de;
peter.langer@uni-rostock.de

2
Nakae, T.; Komiya, N. Synlett 2007, 1675-1678; f) Zhu, B.;
80[c]
41[c]
7
8
Angelici, R. J. Chem. Commun. 2007, 2157-2159; g) Choi, H.;
Doyle, M. P. Chem. Commun. 2007, 745-747; h) Wang, J.-R.; Fu,
Y.; Zhang, B.-B.; Cui, X.; Liu, L.; Guo, Q.-X. Tetrahedron Lett.
2006, 47, 8293-8297; i) Samec, J. S. M.; Ell, A. H.; Bäckvall, J.-E.
Chem. Eur. J. 2005, 11, 2327-2334; j) So, M. H.; Liu, Y. G.; Ho,
C. M.; Che, C. M. Chem. Asian J. 2009, 4, 1551-1561; k)
Yamaguchi, K.; Mizuno, N. Angew. Chem. Int. Ed. 2003, 42,
1480-1483; l) Nicolaou, K. C.; Mathison, C. J. N.; Montagnon, T.
J. Am. Chem. Soc. 2004, 126, 5192-5201; m) Ell, A. H.; Samec, J.
S. M.; Brasse, C.; Bäckvall, J. E. Chem. Commun. 2002, 1144-
1145; n) Dhakshinamoorthy, A.; Alvaro, M.; Garcia, H. Chem.
Eur. J. 2010, 16, 8530-8536.
a: Benzyl amines (1 mmol), H2O2 (30% in water; 1 mmol)
100oC, 16h. b: Isolated yield. c: NMR yield using 1,4-
dimethoxybenzene as the internal standard. d: 2 mmol H2O2 was
used.
With the best reaction conditions in hand, we explored the
scope of the process (Table 1).[7] The reaction works nicely with
electron-donating substituted benzyl amines and gave the
corresponding imines in good to excellent yields (Table 1, entries
1-4). Naphthyl can also be tolerated; the desired imine was
formed in 81% yield (Table 1, entry 5). 80-84% of halogen
substituted imines were produced from their parent benzyl
amines under the same reaction conditions (Table 1, entries 6,7).
At the end, pyridin-3-ylmethanamine as an example of
heterocyclic compounds was used as substrate as well, (E)-1-
5. a) Klawonn, M.; Bhor, S.; Mehltretter, G.; Döbler, C.; Fischer, C.;
Beller, M. Adv. Synth. Catal. 2003, 345, 389-392; b) Shi, F.; Tse,
M. K.; Kaiser, H. M.; Beller, M. Adv. Synth. Catal. 2007, 349,
2425-2430; c) Hereb, M. Green Chem. 2012, 14, 3047-3052; d)
Stingl, K. A.; Tsogoeva, S. B. Tetrahedron: Asymmetry 2010, 21,
1055-1074.
6. Wu, X. -F.; Bheeter, C. B.; Neumann, H.; Dixneuf, P. H.; Beller,
M. Chem. Commun. 2012, 48, 12237-12239.
7. General reaction procedure: In a 25mL pressure tube equipped
with a stirring bar, benzyl amine (1 mmol) and H2O2 (30% in
water; 1 mmol) was injected by syringe under air atmosphere.
Then the tube was closed and heated to 100oC for 16h. After the
reaction was complete, the reaction mixture was cooled down and
extracted with diethyl ether. The product was obtained after
evaporation and NMR spectra were recorded. 1,4-
Dimethoxybenzene was added as the internal standard.
(pyridin-3-yl)-N-(pyridin-3-ylmethylene)methanamine
was
produced in 41% yield without further optimization (Table 1,
entry 8). It is also important to mention that aliphatic amines (n-
butyl amine and 2-phenylethanamine) can not be reacted under
these conditions and gave the starting materials without change.
1-Phenylethanamine did not give any desired product as well.
In conclusion, a convenient procedure for the oxidation of
benzyl amines to the corresponding imines has been developed.
Various imines were produced in good to excellent yields.
Notably, no catalyst was needed, and H2O2 was used as the
oxidant and no solvent was required.
Click here to remove instruction text...
Acknowledgments
The authors thank the state of Mecklenburg-Vorpommern, the
Bundesministerium für Bildung und Forschung (BMBF) and the
DFG (Leibniz price) for financial support. We also thank Drs. W.
Baumann, C. Fischer (LIKAT) for analytical support. The
general supports from Professor Matthias Beller (LIKAT) are
acknowledged.
References and notes
1. For a review on this topic, see: Kobayashi, S.; Mori, Y.; Fossey, J.
S.; Salter, M. M. Chem. Rev. 2011, 111, 2626-2704.
2. a) Casey, C. P.; Bikzhanova, G. A.; Guzei, I. A. J. Am. Chem.
Soc. 2006, 128, 2286-2293; b) Li, B. Y.; Yao, Y. M.; Wang, Y.
R.; Zhang, Y.; Shen, Q. Inorg. Chem. Commun. 2008, 11, 349-
352; c) Harried, S. S.; Croghan, M. D.; Kaller, M. R.; Lopez, P.;
Zhong, W. G.; Hungate, R.; Reider, P. J. J. Org. Chem. 2009, 74,
5975-5982; d) Kobayashi, S.; Gustafsson, T.; Shimizu, Y.;
Kiyohara, H.; Matsubara, R. Org. Lett. 2006, 8, 4923-4925; e)
Reddy, L. R.; Prashad, M. Chem. Commun. 2010, 46, 222-224; f)
Fang, Y. Q.; Jacobsen, E. N. J. Am. Chem. Soc. 2008, 130, 5660-
5661; g) Gan, Y.; Harwood, L. M.; Richards, S. C.; Smith, I. E.
D.; Vinader, V. Tetrahedron: Asymmetry 2009, 20, 723-725; h)
Ioannou, E.; Hirsch, A.; Elemes, Y. Tetrahedron 2007, 63, 7070-
7076.
3. a) Miecznikowski, J. R.; Crabtree, R. H. Polyhedron 2004, 23,
2857-2872; b) Newman, C. A.; Antilla, J. C.; Chen, P.; Predeus,
A. V.; Fielding, L.; Wulff, W. D. J. Am. Chem. Soc. 2007, 129,
7216-7217; c) Zhang, Y.; Lu, Z. J.; Desai, A.; Wulff, W. D. Org.
Lett. 2008, 10, 5429-5432; d) Wu, X. -F.; Vovard-LeBray, C.;
Bechki, L.; Darcel, C. Tetrahedron 2009, 65, 7380-7384.
4. a) Aschwanden, L.; Mallat, T.; Krumeich, F.; Baiker, A. J. Mol.
Catal. A 2009, 309, 57-62; b) Christian, G. J.; Llobet, A.; Maseras,
F. Inorg. Chem. 2010, 49, 5977-5982; c) Jiang, D. M.; Mallat, T.;
Krumeich, F.; Baiker, A. Catal. Commun. 2011, 12, 602-605; d)
Lang, X.; Ji, H.; Chen, C.; Ma, W.; Zhao, J. Angew. Chem. Int.
Ed. 2011, 50, 3934-3937; e) Murahashi, S.-I.; Okano, Y.; Sato, H.;

3
N-benzylidene-1-phenylmethanamine (2a):
1H NMR (300 MHz, CDCl3):  = 4.81
(s,
2H),
7.21 - 7.41
(m,
8H),
7.75 - 7.78 (m, 2H), 8.37 (s, 1H). 13C NMR (75 MHz, CDCl3):  = 64.9, 126.9,
127.9, 128.2, 128.4, 128.5, 130.7, 136.0, 139.1, 162.0.
N-(4-methylbenzylidene)-1-(p-tolyl)methanamine (2b):
1H NMR (300 MHz, CDCl3):  = 2.32 (s, 3H), 2.36 (s, 3H), 4.76
(s, 2H), 7.11 - 7.23 (m, 6H), 7.64 - 7.68 (m, 2H), 8.32 (s, 1H).
13C NMR (75 MHz, CDCl3):  = 20.9, 21.3, 64.6, 127.8, 128.1, 129.0, 129.1, 133.4, 136.2, 136.3, 140.8,
161.6.
N-(4-fluorobenzylidene)-1-(4-fluorophenyl)methanamine (2c):
1H NMR (300 MHz, CDCl3):  = 4.74 (s, 2H), 6.97 - 7.10 (m, 4H), 7.25 -
7.29 (m, 2H), 7.72 - 7.77 (m, 2H), 8.32 (s, 1H).
13C NMR (75 MHz, CDCl3):  =64.0, 115.2 (d, 2JC-F = 21 Hz), 115.6 (d, 2JC-F = 21 Hz), 129.4
3
3
4
4
1
(d, JC-F = 8 Hz), 130.1 (d, JC-F = 8 Hz), 132.2 (d, JC-F = 3Hz), 134.8 (d, JC-F = 3Hz), 160.6, 161.9 (d, JC-
F = 244 Hz), 164.3 (d, 1JC-F = 351 Hz).
N-(4-methoxybenzylidene)-1-(4-methoxyphenyl)methanamine (2d):
1H NMR (300 MHz, CDCl3):
(s, 3H), 4.73 (s, 2H), 6.87 - 6.94 (m, 4H), 7.23 - 7.28
(m, 2H), 7.70 - 7.75 (m, 2H), 8.29 (s, 1H).
 = 3.78
(s,
3H),
3.82
13C NMR (75 MHz, CDCl3):  = 55.1, 55.1, 64.2, 113.7, 113.8, 129.0, 129.7, 131.4, 131.8, 158.5, 160.9,
161.5.
N-(4-(tert-butyl)benzylidene)-1-(4-(tert-butyl)phenyl)methanamine (2e):
1H NMR (300 MHz, CDCl3):  = 1.31 (s, 9H), 1.32 (s, 9H), 4.78 (s, 2H),
7.25 - 7.28 (m, 2H), 7.33 - 7.38 (m, 2H), 7.40 - 7.45 (m, 2H), 7.70 - 7.74
(m, 2H), 8.36 (s, 1H).
13C NMR (75 MHz, CDCl3):  = 31.3, 31.4, 34.5, 34.9, 64.8, 125.4, 125.6, 127.7, 128.2, 133.5, 136.4.

4
Current Data Parameters
NAME
EXPNO
PROCNO
AP-368
20
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130220
18.35
FOURIER300
5 mm DUL 13C-1
zg30
65536
CDCl3
32
SOLVENT
NS
DS
SWH
2
6103.516 Hz
FIDRES
AQ
0.093132 Hz
5.3687091 sec
11.1608
RG
DW
81.920 usec
6.50 usec
300.0 K
DE
TE
D1
1.00000000 sec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
300.2018539 MHz
1H
11.00 usec
16.00000000 W
PLW1
F2 - Processing parameters
SI
65536
300.2000190 MHz
EM
SF
WDW
SSB
LB
GB
PC
0
0
0.30 Hz
1.00
10
9
8
7
6
5
4
3
2
1
ppm
Current Data Parameters
NAME
EXPNO
PROCNO
AP-368
21
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130220
18.39
FOURIER300
5 mm DUL 13C-1
zgpg30
65536
SOLVENT
NS
CDCl3
512
DS
SWH
4
24414.063 Hz
FIDRES
AQ
0.372529 Hz
1.3421773 sec
501.187
RG
DW
20.480 usec
6.50 usec
300.1 K
DE
TE
D1
2.00000000 sec
0.03000000 sec
0.00001140 sec
0.03008300 sec
40
D11
D31
D40
L4
L5
57
P32
90.00 usec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
75.4928982 MHz
13C
11.40 usec
30.00000000 W
PLW1
======== CHANNEL f2 ========
SFO2
300.2012008 MHz
1H
NUC2
CPDPRG[2
PCPD2
PLW2
PLW12
PLW13
waltz16
90.00 usec
16.00000000 W
0.23901001 W
0.19360000 W
F2 - Processing parameters
SI
32768
75.4853587 MHz
EM
180
160
140
120
100
80
60
40
20
ppm
SF
WDW
SSB
LB
GB
PC
0
0
1.00 Hz
1.40

5
Current Data Parameters
NAME
EXPNO
PROCNO
AP-372
10
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130221
19.37
FOURIER300
5 mm DUL 13C-1
zg30
65536
CDCl3
32
SOLVENT
NS
DS
SWH
2
6103.516 Hz
FIDRES
AQ
0.093132 Hz
5.3687091 sec
6.67463
RG
DW
81.920 usec
6.50 usec
300.0 K
DE
TE
D1
1.00000000 sec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
300.2018539 MHz
1H
11.00 usec
16.00000000 W
PLW1
F2 - Processing parameters
SI
65536
300.2000195 MHz
EM
SF
WDW
SSB
LB
GB
PC
0
0
0.30 Hz
1.00
10
9
8
7
6
5
4
3
2
1
ppm
Current Data Parameters
NAME
EXPNO
PROCNO
AP-372
11
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130221
19.41
FOURIER300
5 mm DUL 13C-1
zgpg30
65536
SOLVENT
NS
CDCl3
512
DS
SWH
4
24414.063 Hz
FIDRES
AQ
0.372529 Hz
1.3421773 sec
501.187
RG
DW
20.480 usec
6.50 usec
300.1 K
DE
TE
D1
2.00000000 sec
0.03000000 sec
0.00001140 sec
0.03008300 sec
40
D11
D31
D40
L4
L5
57
P32
90.00 usec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
75.4928982 MHz
13C
11.40 usec
30.00000000 W
PLW1
======== CHANNEL f2 ========
SFO2
300.2012008 MHz
1H
NUC2
CPDPRG[2
PCPD2
PLW2
PLW12
PLW13
waltz16
90.00 usec
16.00000000 W
0.23901001 W
0.19360000 W
F2 - Processing parameters
SI
32768
75.4853631 MHz
EM
180
160
140
120
100
80
60
40
20
ppm
SF
WDW
SSB
LB
GB
PC
0
0
1.00 Hz
1.40

6
Current Data Parameters
NAME
EXPNO
PROCNO
AP-371
10
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130221
18.58
FOURIER300
5 mm DUL 13C-1
zg30
65536
CDCl3
32
SOLVENT
NS
DS
SWH
2
6103.516 Hz
FIDRES
AQ
0.093132 Hz
5.3687091 sec
13.6837
RG
DW
81.920 usec
6.50 usec
299.9 K
DE
TE
D1
1.00000000 sec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
300.2018539 MHz
1H
11.00 usec
16.00000000 W
PLW1
F2 - Processing parameters
SI
65536
300.2000120 MHz
EM
SF
WDW
SSB
LB
GB
PC
0
0
0.30 Hz
1.00
10
9
8
7
6
5
4
3
2
1
ppm
Current Data Parameters
NAME
EXPNO
PROCNO
AP-371
11
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130221
19.02
FOURIER300
5 mm DUL 13C-1
zgpg30
65536
SOLVENT
NS
CDCl3
512
DS
SWH
4
24414.063 Hz
FIDRES
AQ
0.372529 Hz
1.3421773 sec
501.187
RG
DW
20.480 usec
6.50 usec
300.1 K
DE
TE
D1
2.00000000 sec
0.03000000 sec
0.00001140 sec
0.03008300 sec
40
D11
D31
D40
L4
L5
57
P32
90.00 usec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
75.4928982 MHz
13C
11.40 usec
30.00000000 W
PLW1
======== CHANNEL f2 ========
SFO2
300.2012008 MHz
1H
NUC2
CPDPRG[2
PCPD2
PLW2
PLW12
PLW13
waltz16
90.00 usec
16.00000000 W
0.23901001 W
0.19360000 W
F2 - Processing parameters
SI
32768
75.4853545 MHz
EM
180
160
140
120
100
80
60
40
20
ppm
SF
WDW
SSB
LB
GB
PC
0
0
1.00 Hz
1.40

7
Current Data Parameters
NAME
EXPNO
PROCNO
AP-370
10
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130221
18.34
FOURIER300
5 mm DUL 13C-1
zg30
65536
CDCl3
16
SOLVENT
NS
DS
SWH
2
6103.516 Hz
FIDRES
AQ
0.093132 Hz
5.3687091 sec
6.11039
RG
DW
81.920 usec
6.50 usec
300.0 K
DE
TE
D1
1.00000000 sec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
300.2018539 MHz
1H
11.00 usec
16.00000000 W
PLW1
F2 - Processing parameters
SI
65536
300.2000016 MHz
EM
SF
WDW
SSB
LB
GB
PC
0
0
0.30 Hz
1.00
10
9
8
7
6
5
4
3
2
1
ppm
Current Data Parameters
NAME
EXPNO
PROCNO
AP-370
11
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130221
18.37
FOURIER300
5 mm DUL 13C-1
zgpg30
65536
SOLVENT
NS
CDCl3
256
DS
SWH
4
24414.063 Hz
FIDRES
AQ
0.372529 Hz
1.3421773 sec
501.187
RG
DW
20.480 usec
6.50 usec
300.1 K
DE
TE
D1
2.00000000 sec
0.03000000 sec
0.00001140 sec
0.03008300 sec
40
D11
D31
D40
L4
L5
57
P32
90.00 usec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
75.4928982 MHz
13C
11.40 usec
30.00000000 W
PLW1
======== CHANNEL f2 ========
SFO2
300.2012008 MHz
1H
NUC2
CPDPRG[2
PCPD2
PLW2
PLW12
PLW13
waltz16
90.00 usec
16.00000000 W
0.23901001 W
0.19360000 W
F2 - Processing parameters
SI
32768
75.4853619 MHz
EM
180
160
140
120
100
80
60
40
20
ppm
SF
WDW
SSB
LB
GB
PC
0
0
1.00 Hz
1.40

8
Current Data Parameters
NAME
EXPNO
PROCNO
AP-384
10
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130226
12.27
FOURIER300
5 mm DUL 13C-1
zg30
65536
CDCl3
16
SOLVENT
NS
DS
SWH
2
6103.516 Hz
FIDRES
AQ
0.093132 Hz
5.3687091 sec
4.52597
RG
DW
81.920 usec
6.50 usec
300.0 K
DE
TE
D1
1.00000000 sec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
300.2018539 MHz
1H
11.00 usec
16.00000000 W
PLW1
F2 - Processing parameters
SI
65536
300.2000233 MHz
EM
SF
WDW
SSB
LB
GB
PC
0
0
0.30 Hz
1.00
10
9
8
7
6
5
4
3
2
1
ppm
Current Data Parameters
NAME
EXPNO
PROCNO
AP-384
11
1
F2 - Acquisition Parameters
Date_
Time
INSTRUM
PROBHD
PULPROG
TD
20130226
12.30
FOURIER300
5 mm DUL 13C-1
zgpg30
65536
SOLVENT
NS
CDCl3
256
DS
SWH
4
24414.063 Hz
FIDRES
AQ
0.372529 Hz
1.3421773 sec
501.187
RG
DW
20.480 usec
6.50 usec
300.1 K
DE
TE
D1
2.00000000 sec
0.03000000 sec
0.00001140 sec
0.03008300 sec
40
D11
D31
D40
L4
L5
57
P32
90.00 usec
1
TD0
======== CHANNEL f1 ========
SFO1
NUC1
P1
75.4928982 MHz
13C
11.40 usec
30.00000000 W
PLW1
======== CHANNEL f2 ========
SFO2
300.2012008 MHz
1H
NUC2
CPDPRG[2
PCPD2
PLW2
PLW12
PLW13
waltz16
90.00 usec
16.00000000 W
0.23901001 W
0.19360000 W
F2 - Processing parameters
SI
32768
75.4853500 MHz
EM
180
160
140
120
100
80
60
40
20
ppm
SF
WDW
SSB
LB
GB
PC
0
0
1.00 Hz
1.40

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