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/ Members /

Chin-Hsing Chou

/ Education /

Ph.D. in Chemistry, Iowa State University, USA (1985)
B.Sc. in Chemistry, National Cheng Kung University (1972)

/ Experience /

Chair, Department of Chemistry, National Sun Yat-Sen University (2000.8–2003.7)
Professor, Department of Chemistry, National Sun Yat-Sen University (1995)
Associate Professor, Department of Chemistry, National Sun Yat-Sen University (1987)
Postdoctoral Research, Harvard University, USA (1987)
Postdoctoral Research, Ames Laboratory, USA (1985)
Our research focuses on the synthesis of unstable compounds through flash vacuum pyrolysis, a method that makes it possible to obtain compounds that are difficult to synthesize by conventional methods. We study the chemical properties, physical characteristics, and applications of these compounds.

Current research topics include: Dimethylene benzenes (1 and 2) Oxygen and sulfur-substituted allenes (3 and 4) Carbenes and nitrenes (5 and 6) In addition to flash vacuum pyrolysis, we use low-temperature nuclear magnetic resonance (NMR) and flow NMR techniques to detect these compounds and study their kinetics.

/ Works /

1. Huang, C. S.; Peng, C. C.; Chou, C. H.* 1994, “Reaction of 2,5-Dimethylene-2,5- dihydrothiophene with Triplet Oxygen” Tetrahedron Lett. 35, 4175-4176.

2. Tseng, P. W.; Chou, C. H.* 1994, “Synthesis of 1-Methyl-2,5-dimethylene- 2,5-dihydropyrrole by the Flash Vacuum Pyrolysis of N-(1,5-Dimethyl-2-Pyrryl)methyl Benzamide” J. Chin. Chem. Soc. 41, 579-583.

3. Chen, P. S.; Chou, C. H.* 1994, “Pyrolytic Chemistry of Benzyl Benzoate” J. Chin. Chem. Soc. 41, 597-599.

4. Chou, C. H.*; Wu, C. C.; Chen, W. K. 1995, “Synthesis of Pyrido[b]cyclobuten-5-one and 1-Azafulvenallene by Flash Vacuum Pyrolysis of 3-Chloroformyl-2- methylpyridine” , Tetrahedron Lett. 36, 5065-5068.

5. Chou, C. H.; Trahanovsky, W. S. 1995, Reaction of Furan-Based ortho- Quinodimethanes with Triplet Oxygen. Formation of Cyclic Peroxides, J. Org. Chem. 60, 5449-5451.

6. Liao, L. F.; Teng, P. W.; Chou, C. H.*; Chou, W. C.; Fang, J. M. 1995, A Study of 2-Propenethials Obtained by Flash Vacuum Pyrolysis of 2-Ethenyl-1,3- dithiolane 1,1-Dioxides, Heterocycles, 41, 1967-1977. (NSC-82-0115-C-110-0006).

7. Shiea, J. T.; Wang, W. S.; Wang, C. H.; Chen, P. S.; Chou, C. H. 1996, “Analysis of a reactive dimethylene dihydrothiophene in methylene chloride by low temperature atmospheric pressure ionization mass spectrometry” Anal. Chem. 68, 1062-1066.

8. Lu, Y. H.; Hsu, C. S.; Chou, C. H.*; Chou, T. H. 1996, “Preparation of Poly(2,5-thienyleneethylene) and Poly(2,5furyleneethylene)by Vapor Phase Pyrolysis f (5-Methyl-2thienyl)methyl Benzoate and (5-Methyl-2-furyl)methyl Benzoate”, Macromolecules, 29, 5546-5550.

9. Chen, P. S.; Chou, C. H.* 1996, “Pyrolytic Chemistry of Thenyl Benzoates”, Tetrahedron, 52, 13615-13622.

10. Chen, P.S.; Chou, C. H.* 1997, “Study of the Pyrolytic Chemistry of Isobenzofurylmethyl Benzoates” Tetrahedron, 53, 17115-17126. (NSC86-2113-M110-011).

11. Wang, W. S.; Tseng, P. W.; Chou, C. H.; Shiea, J. T. 1998, “Detection of Reactive 1,2,3-Hexatriene-5-one Monomer by Low Temperature Atmospheric Pressure IonizationMass Spectrometry”, Rapid Commun. Mass Spectrom. 12, 931-934.

12. Chen, P. S.; Tai, C. L.; Chou, C. H.* 1998, “Pyrolytic Chemistry of (1-Isonaphthofuryl) methyl Benzoate”, Tetrahedron Lett. 39, 7381-7384. (NSC86-2113-M110-011).

13.Chiu, S. J.; Chou, C. H.* 1999, “Facile Synthesis of Reactive Benoazetinone by Flash Vacuum Pyrolysis of Isatonic Anhydirde” Tetrahedron Lett., 40, 9271-9272.

14.Ding, S. W.; Ye, C. H.; Chen, C. L.; Chou, C. H. 2002, “The Validity of High Temperature Approximation in NMR Spectroscopy and Its Related Problems” Chin. J. Mag. Reson. 19, 107-114.

15. Chou, C. H.*; Chiu, S. J.; Liu, W. M. 2002, “Synthesis of Pyridothietone by Flash Vacuum Pyrolysis of 2-Mercaptonicotinic Acid”, Tetrahedron Lett. 43, 5285-5286. (NSC87-2113-M110-006)

16. Chou, C. H.*; Chu, L. T.; Chiu, S. J.; Lee, C. F.; She, Y. T. 2004, “Synthesis of N,N-Di[-1-arylmethylidene]arylmethanediamines by Flash Vacuum Pyrolysis of Arylmethylazides”, Tetrahedron, 60, 6581-6584.

17. Hsu, Y. T.; Chou, C. H.* 2006, “Synthesis of Phenanthridines by Flash Vacuum Pyrolysis of N-Benzylideneanilines”, J. Chin. Chem. Soc. 53, 1215-1218.

18. Chu, L. T.; Yu, P. C.; Wu, B. J.; Liao, Y. C.; Chou, C. H.* 2007, “Synthesis of Areno[e]indenes by the Flash Vacuum Pyrolysis of 4-Methyoxystyrylarenes”, Heterocycles, 73, 165-173.

19. Chou, C. H.*; Chu, L. T.; Chen, I. Y.; Wu, B. J. 2008, “Pyrolytic Study of Cyclic 2-Azidoketones”, Heterocycles, 75, 577-582.

20. Tseng, P. W.; Yeh, S. W.; Chou, C. H.* 2008, “Syntheses and Pyrolyses of Benzofuran Analogues of ��Oxo-o-quinodimethane. A Study on Vinylcarbene-Cyclopropene Rearrangement”, J. Org. Chem. 73, 3481-3485.

21. Chou, C. H.*; Yu, P. C.; Wang, B. C. 2008, “Syntheses of 2-Arylbenzothiazoles from Flash Vacuum Pyrolyses and Photolyses of 2-Methylthio-N-(arenylidene)anilines”, Tetrahedron Lett. 49, 4145-4146.

22.Chou, C. H. ; Hsueh, Y. T.; Wang, B. C.2011, ” Synthesis of 2-Arylbenzoxazoles from Flash Vacuum pyrolysis of 2-Methoxy-N-(arenylidene)anilines ” , J. Chin. Chem. Soc. 58. 301-305.

23. Tseng, P. W. ; Kung, C. Y.; Chen, H. Y.;Chou, C. H. 2011, ” Syntheses and Pyrolyses of Furan Analogues of a-Oxa-o-quinodimethanes. Formation of Methylenecyclobutenone and 1-Buten-3-yne via a Vinylcarbene-Cyclopropene Rearrangement ” , J. Org. Chem. 76, 8440-8446

/ Patents /