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APPENDIX 12
Spectra Relevant to Chapter 5:
Lewis Acid Mediated (3+2) Cycloadditions of
Donor–Acceptor Cyclopropanes with Heterocumulenes
Figure A12.1.1 H NMR (500 MHz, CDCl3) of compound 483.
CO2Me
CO2Me 483Cl
Figure A12.3. 13C NMR (126 MHz, CDCl3) of compound 483.
Figure A12.2. Infrared spectrum (thin film/NaCl) of compound 483.
Figure A12.4.1 H NMR (500 MHz, CDCl3) of compound 485.
CO2Me
CO2Me 485
Figure A12.6. 13C NMR (126 MHz, CDCl3) of compound 485.
Figure A12.5. Infrared spectrum (thin film/NaCl) of compound 485.
Figure A12.7.1 H NMR (500 MHz, CDCl3) of compound 433.
S
N CO2Me CO2Me 433
Figure A12.9. 13C NMR (126 MHz, CDCl3) of compound 433.
Figure A12.8. Infrared spectrum (thin film/NaCl) of compound 433.
Figure A12.10.1 H NMR (500 MHz, CDCl3) of compound 434.
MeO
S
N CO2Me CO2Me 434
Figure A12.12. 13C NMR (126 MHz, CDCl3) of compound 434.
Figure A12.11. Infrared spectrum (thin film/NaCl) of compound 434.
Figure A12.13.1 H NMR (500 MHz, CDCl3) of compound 435.
Ph
S
N CO2Me CO2Me 435
Figure A12.15. 13C NMR (126 MHz, CDCl3) of compound 435.
Figure A12.14. Infrared spectrum (thin film/NaCl) of compound 435.
Figure A12.16.1 H NMR (500 MHz, CDCl3) of compound 436.
S
N CO2Me CO2Me Cl 436
Figure A12.18. 13C NMR (126 MHz, CDCl3) of compound 436.
Figure A12.17. Infrared spectrum (thin film/NaCl) of compound 436.
Figure A12.19.1 H NMR (500 MHz, CDCl3) of compound 437.
S
N CO2Me CO2Me 437
Figure A12.21. 13C NMR (126 MHz, CDCl3) of compound 437.
Figure A12.20. Infrared spectrum (thin film/NaCl) of compound 437.
Figure A12.22.1 H NMR (500 MHz, CDCl3) of compound 438.
S
N CO2Me CO2Me 438
Figure A12.24. 13C NMR (126 MHz, CDCl3) of compound 438.
Figure A12.23. Infrared spectrum (thin film/NaCl) of compound 438.
Figure A12.25.1 H NMR (500 MHz, CDCl3) of compound 439.
O
S
N CO2Me CO2Me 439
O
Figure A12.27. 13C NMR (126 MHz, CDCl3) of compound 439.
Figure A12.26. Infrared spectrum (thin film/NaCl) of compound 439.
Figure A12.28.1 H NMR (500 MHz, CDCl3) of compound 440.
S
N CO2Me CO2Me 440
Figure A12.30. 13C NMR (126 MHz, CDCl3) of compound 440.
Figure A12.29. Infrared spectrum (thin film/NaCl) of compound 440.
Figure A12.31.1 H NMR (500 MHz, CDCl3) of compound 441.
S
N CO2Me CO2Me Cl 441
Figure A12.33. 13C NMR (126 MHz, CDCl3) of compound 441.
Figure A12.32. Infrared spectrum (thin film/NaCl) of compound 441.
Figure A12.34.1 H NMR (500 MHz, CDCl3) of compound 442.
S
N CO2Me CO2Me 442
Figure A12.36. 13C NMR (126 MHz, CDCl3) of compound 442.
Figure A12.35. Infrared spectrum (thin film/NaCl) of compound 442.
Figure A12.37.1 H NMR (500 MHz, CDCl3) of compound 443.
S
N CO2Me CO2Me 443
Figure A12.39. 13C NMR (126 MHz, CDCl3) of compound 443.
Figure A12.38. Infrared spectrum (thin film/NaCl) of compound 443.
Figure A12.40.1 H NMR (500 MHz, CDCl3) of compound 444.
S
N CO2Me CO2Me 444
Figure A12.42. 13C NMR (126 MHz, CDCl3) of compound 444.
Figure A12.41. Infrared spectrum (thin film/NaCl) of compound 444.
Figure A12.43.1 H NMR (500 MHz, CDCl3) of compound 445.
S
N CO2Me CO2Me TsN 445
Figure A12.45. 13C NMR (126 MHz, CDCl3) of compound 445.
Figure A12.44. Infrared spectrum (thin film/NaCl) of compound 445.
Figure A12.46.1 H NMR (500 MHz, CDCl3) of compound 448.
S
N CO2Me CO2Me 448
Figure A12.48. 13C NMR (126 MHz, CDCl3) of compound 448.
Figure A12.47. Infrared spectrum (thin film/NaCl) of compound 448.
Figure A12.49.1 H NMR (400 MHz, CDCl3) of compound 450.
N
N CO2Me CO2Me 450
Figure A12.51. 13C NMR (101 MHz, CDCl3) of compound 450.
Figure A12.50. Infrared spectrum (thin film/NaCl) of compound 450.
Figure A12.52.1 H NMR (400 MHz, CDCl3) of compound 451.
N
N CO2Me CO2Me MeO 451
Figure A12.54. 13C NMR (101 MHz, CDCl3) of compound 451.
Figure A12.53. Infrared spectrum (thin film/NaCl) of compound 451.
Figure A12.55.1 H NMR (500 MHz, CDCl3) of compound 452.
N
N CO2Me CO2Me Ph 452
Figure A12.57. 13C NMR (126 MHz, CDCl3) of compound 452.
Figure A12.56. Infrared spectrum (thin film/NaCl) of compound 452.
Figure A12.58.1 H NMR (500 MHz, CDCl3) of compound 453.
N
N CO2Me CO2Me Cl 453
Figure A12.60. 13C NMR (126 MHz, CDCl3) of compound 453.
Figure A12.59. Infrared spectrum (thin film/NaCl) of compound 453.
Figure A12.61.1 H NMR (500 MHz, CDCl3) of compound 454.
HN
NH CO2Me CO2Me 454
Figure A12.63. 13C NMR (126 MHz, CDCl3) of compound 454.
Figure A12.62. Infrared spectrum (thin film/NaCl) of compound 454.
Figure A12.64.1 H NMR (500 MHz, CDCl3) of compound 455.
HN
NH CO2Me CO2Me MeO 455
Figure A12.66. 13C NMR (126 MHz, CDCl3) of compound 455.
Figure A12.65. Infrared spectrum (thin film/NaCl) of compound 455.
Figure A12.67.1 H NMR (500 MHz, CDCl3) of compound 456.
N
N CO2Me CO2MeMe 456
Figure A12.69. 13C NMR (126 MHz, CDCl3) of compound 456.
Figure A12.68. Infrared spectrum (thin film/NaCl) of compound 456.
Figure A12.70.1 H NMR (400 MHz, DMSO-d6, 80 °C) of compound 457.
N
N CO2Me CO2Me
Ph 457
Ph
Figure A12.72. 13C NMR (101 MHz, DMSO-d6, 100 °C) of compound 457.
Figure A12.71. Infrared spectrum (thin film/NaCl) of compound 457.
Figure A12.73.1 H NMR (500 MHz, CDCl3) of compound 459.
N
O CO2Me
CO2Me 459
Figure A12.75. 13C NMR (126 MHz, CDCl3) of compound 459.
Figure A12.74. Infrared spectrum (thin film/NaCl) of compound 459.
Figure A12.76.1 H NMR (500 MHz, CDCl3) of compound 460.
N
O CO2Me
CO2Me 460
Ph MeO
Figure A12.77. Infrared spectrum (thin film/NaCl) of compound 460.
Figure A12.78. 13C NMR (126 MHz, CDCl3) of compound 460.
Figure A12.79.1 H NMR (500 MHz, CDCl3) of compound 461.
N
O CO2Me
CO2Me 461
Ph Cl
Figure A12.81. 13C NMR (126 MHz, CDCl3) of compound 461.
Figure A12.80. Infrared spectrum (thin film/NaCl) of compound 461.
Figure A12.82.1 H NMR (500 MHz, CDCl3) of compound 462.
N
O CO2Me
CO2Me 462
Figure A12.84. 13C NMR (126 MHz, CDCl3) of compound 462.
Figure A12.83. Infrared spectrum (thin film/NaCl) of compound 462.
Figure A12.85.1 H NMR (500 MHz, CDCl3) of compound 463.
N
O CO2Me
CO2Me 463
Figure A12.87. 13C NMR (126 MHz, CDCl3) of compound 463.
Figure A12.86. Infrared spectrum (thin film/NaCl) of compound 463.
Figure A12.88.1 H NMR (500 MHz, CDCl3) of compound 464.
HN
O CO2Me
CO2Me 464
Figure A12.90. 13C NMR (126 MHz, CDCl3) of compound 464.
Figure A12.89. Infrared spectrum (thin film/NaCl) of compound 464.