Appendix 3—Spectra Relevant to Chapter 3 246

APPENDIX 3

Spectra Relevant to Chapter 3:

Conjugate Addition/in situ Reduction for the Synthesis of Indolines

JN-3-021-col2

Sample Name:

JN-3-021-col2

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-3-021-col2

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Oct 2 2011

Sample #17, Operator: janeni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 0 min 56 sec

0.96 1.04 1.04

1.01

1.00

1.03

3.15

1.16

1.11

3.26

1.11 1.14

3.32

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MeMe

165a

Appendix 3—Spectra Relevant to Chapter 3 247

NHTFA

CO2Me

N MeMe

165a

Appendix 3—Spectra Relevant to Chapter 3 248

JN-2-267a-col2

Sample Name:

JN-2-267a-col2

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-2-267a-col2

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Aug 15 2011

Sample #17, Operator: janeni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 0 min 56 sec

0.98

1.01

1.00 1.00

1.03

3.13

1.09

1.08

3.20

1.11 3.19

1.12

3.29

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MeMe

Me

165b

Appendix 3—Spectra Relevant to Chapter 3 249

NHTFA

CO2Me

N MeMe

Me

165b

Appendix 3—Spectra Relevant to Chapter 3 250

JN-2-233-col2

Sample Name:

JN-2-233-col2

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-2-233-col2

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Aug 21 2011

Sample #17, Operator: janeni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 0 min 56 sec

1.02

0.99 1.01

1.00

1.04

3.17

1.13

1.19

3.32

3.28 2.24

3.42

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MeMe

Me

165c

Appendix 3—Spectra Relevant to Chapter 3 251

NHTFA

CO2Me

N MeMe

Me

165c

Appendix 3—Spectra Relevant to Chapter 3 252

JN-2-267b-col2

Sample Name:

JN-2-267b-col2

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-2-267b-col2

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Aug 15 2011

Sample #18, Operator: janeni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 0 min 56 sec

0.94

1.06

1.02

1.00

1.05

3.24

1.13

1.14

3.37

3.32 2.33

3.49

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MeMe

Me

165d

Appendix 3—Spectra Relevant to Chapter 3 253

NHTFA

CO2Me

N MeMe

Me

165d

Appendix 3—Spectra Relevant to Chapter 3 254

JN-2-267c-col2

Sample Name:

JN-2-267c-col2

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-2-267c-col2

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Aug 18 2011

Sample #17, Operator: janeni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 0 min 56 sec

0.94

0.92 1.02 1.00

1.03

3.09

1.08

1.17 3.12

3.22

2.18

3.32

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MeMe

Me

165e

Appendix 3—Spectra Relevant to Chapter 3 255

NHTFA

CO2Me

N MeMe

Me

165e

Appendix 3—Spectra Relevant to Chapter 3 256

JN-2-229-ptlc

Sample Name:

JN-2-229-ptlc

Data Collected on:

hg3.caltech.edu-mercury300

Archive directory:

/home/jni/vnmrsys/data

Sample directory:

JN-2-229-ptlc

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Jul 11 2011

Sample #17, Operator: jni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 3.000 sec

Width 4798.5 Hz

16 repetitions

OBSERVE H1, 300.0862585 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 32768

Total time 1 min 6 sec

0.87

0.97 0.99

1.00

1.01

3.07

1.06

1.07

3.19

1.03 1.10

3.22

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MeMe

F

165f

Appendix 3—Spectra Relevant to Chapter 3 257

NHTFA

CO2Me

N MeMe

F

165f

Appendix 3—Spectra Relevant to Chapter 3 258

JN-3-093-col-again

Sample Name:

JN-3-093-col-again

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-3-093-col-again

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Jan 5 2012

Sample #17, Operator: janeni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 0 min 56 sec

1.01

1.03 0.95 1.00

1.04

3.14 2.93

1.00

1.17

3.28

2.24

3.13

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MeMe

MeO

165g

Appendix 3—Spectra Relevant to Chapter 3 259

NHTFA

CO2Me

N MeMe

MeO

165g

Appendix 3—Spectra Relevant to Chapter 3 260

NHTFA

CO2Me

N

allylMe

165h

Appendix 3—Spectra Relevant to Chapter 3 261

NHTFA

CO2Me

N

allylMe

165h

Appendix 3—Spectra Relevant to Chapter 3 262

JN-2-293-col2-2

Sample Name:

JN-2-293-col2-2

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-2-293-col2-2

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Sep 7 2011

Sample #17, Operator: janeni

Relax. delay 5.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 2 min 0 sec

0.91

1.04

1.04

1.01

1.00

1.03

3.09

1.02

1.05

3.13

2.09

1.05

1.39

3.39

1.10

3.16

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N MenBu

165i

Appendix 3—Spectra Relevant to Chapter 3 263

NHTFA

CO2Me

N MenBu

165i

Appendix 3—Spectra Relevant to Chapter 3 264

JN-2-295-col2

Sample Name:

JN-2-295-col2

Data Collected on:

siena.caltech.edu-vnmrs400

Archive directory:

/home/jni/vnmrsys/data

Sample directory:

JN-2-295-col2

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Sep 13 2011

Temp. 25.0 C / 298.1 K

Sample #5, Operator: jni

Relax. delay 5.000 sec

Pulse 45.0 degrees

Acq. time 2.556 sec

Width 6410.3 Hz

16 repetitions

OBSERVE H1, 399.7948025 MHz

DATA PROCESSING

FT size 32768

Total time 2 min 1 sec

3.13 4.12

1.01

1.01

1.00

0.99

2.99

1.00 0.98

2.92 1.03

1.07

2.02 1.05 1.03

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N Me

Ph

165j

Appendix 3—Spectra Relevant to Chapter 3 265

NHTFA

CO2Me

N Me

Ph

165j

Appendix 3—Spectra Relevant to Chapter 3 266

JN-3-091-col-again

Sample Name:

JN-3-091-col-again

Data Collected on:

indy.caltech.edu-inova500

Archive directory:

/home/janeni/vnmrsys/data

Sample directory:

JN-3-091-col-again

FidFile: PROTON01

Pulse Sequence: PROTON (s2pul)

Solvent: cdcl3

Data collected on: Jan 3 2012

Sample #17, Operator: janeni

Relax. delay 1.000 sec

Pulse 45.0 degrees

Acq. time 2.500 sec

Width 8000.0 Hz

16 repetitions

OBSERVE H1, 499.7225125 MHz

DATA PROCESSING

Line broadening 0.2 Hz

FT size 65536

Total time 0 min 56 sec

0.98

1.12 1.05

1.05

1.00

1.02

2.27

3.13

1.11 1.03

3.15

0.95

0.90

0.93 1.01

21.53

ppm

12

34

56

78

910

Plotname: --Not assigned--

NHTFA

CO2Me

N Me

165k

OTIPS

Appendix 3—Spectra Relevant to Chapter 3 267

NHTFA

CO2Me

N Me

165k

OTIPS

Appendix 3—Spectra Relevant to Chapter 3 268