Paradigms and paradoxes: Energetics of the oxidative cleavage of indigo and of other olefins

Structural Chemistry

Volumn 18, Issue 1, 2007, Pages 71-74

  Frank, Aaron T ^a   Adenike, Adebogun ^a   Aebisher, David ^a   Greer, Alexander ^a   Gao, Ruomei ^b   Liebman, Joel F ^c  

^a CITY UNIVERSITY OF NEW YORK   (United States)

^b JACKSON STATE UNIVERSITY   (United States)

^c UNIVERSITY OF MARYLAND   (United States)

Author keywords

"Push pull" olefins; Blue color; Carbonyl compounds; Enthalpies of formation; Indigo; Oxidative cleavage; Phase change and of reaction

Indexed keywords

EID: 33846846511     PISSN: 10400400     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11224-006-9126-x     Document Type: Article

References (38)

1. Gandra N, Frank AT, Le Gendre O, Sawwan N, Aebisher D, Liebman JF, Houk KN, Greer A, Gao R (2006) Tetrahedron 62:10771
2. Liebman JF, Pollack RM (1989) In: Patai S, Rappoport Z (ed) The chemistry of the enone functional group. Wiley, Chichester
3. Liebman JF, Perks HM (1994) In: Rappoport Z (ed) The chemistry of enamines. Wiley, Chichester
4. Gao HX, Zhao FQ, Hu RZ, Pan Q, Wang BZ, Yang XW, Gao Y, Gao SL, Shi QZ (2006) Chin J Chem 24:177
5. Steele WV, Chirico RD, Knipmeyer SE, Nguyen A, Smith NK (1997) J Chem Eng Data 42:1037
6. Van-chin-syan YY, Kochubei VV, Sergeev VV, Raevskii YA, Gerasimchuk SI, Kotovich KZ (1996) Russ J Chem Phys (Engl Transl) 70:1789
7. Steele WV, Chirico RD, Cowell AB, Knipmeyer SE, Nguyen A (2002) J Chem Eng Data 47:700
8. Rogers DW, Zhao Y, Trætteberg M, Hulce M, Liebman J (1998) J Chem Thermodyn 30:1393
9. Pedley JB (1994) Thermochemical data and structures of organic compounds, vol 1: TRC data series. Thermodynamics Research Center, College Station, TX
10. Chickos JS, Acree Jr WE, Liebman JF (1999) J Phys Chem Ref Data 28:1535
11. Chickos JS, Acree Jr WE (2002) J Phys Chem Ref Data 31:537
12. Chickos JS, Acree Jr WE (2003) J Phys Chem Ref Data 32:519
13. Manion JA (2002) J Phys Chem Ref Data 31:123
14. Asher RL, Appelman EH, Ruscic B (1996) J Chem Phys 105:9781
15. Glukhovtsev MN, Bach RD (1997) J Phys Chem A 101:3574
16. Turecek F, Havlas Z (1986) J Org Chem 51:4066
17. Born M, Ingemann S, Nibbering NMM (1996) J Phys Chem 100:17662
18. Kim IB, Chin CS (1985) Bull Kor Chem Soc 6:176
19. Fang W, Rogers DW (1972) J Org Chem 57:2294
20. Li Y, Baer T (2002) Int J Mass Spectrom 218:37
21. Roth WR, Adamczak O, Breuckmann R, Lennartz HW, Boese R (1991) Chem Ber 124:2499
22. (a) Traeger JC (2000) Int J Mass Spectrom 194: 261;
23. (b) Aubrey C, Holmes JL, Terlouw JK (1997) J Phys Chem A 101:5958;
24. (c) Bouchoux G, Salpin J-Y. (1996) J Phys Chem 100:16555
25. Wiberg KB, Wasserman, DJ (1981) J Am Chem Soc 103:6563
26. Rogers DW, Dejroongruang K, Samuel SD, Fang W, Zhao Y (1992) J Chem Thermodyn 24:561
27. Kabo GY, Miroshnichenko EA, Frenkel ML, Kozyro AA. Simirskii VV, Krasulin AP, Vorob'eva V, Lebedev YA (1990) Bull Acad Sci USSR, Div Chem Sci 662
28. Fattahi A, Kass SR, Liebman JF, Matos MAR, Miranda MS, Morais VMF (2005) J Am Chem Soc 127:6116
29. Guthrie JP (1978) J Am Chem Soc 100:6892
30. Verevkin SP (1997) J Chem Thermodyn 29:1495
31. Liebman JF (1997) In: Rappoport Z (ed) The chemistry of functional groups supplement A2: The chemistry of dienes and polyenes, vol 1. Wiley, Chichester
32. Berthelot M (1893) Ann Chim Phys 28:126; Bertholet M, Matignon C (1893) Ann Chim Phys 139,
33. as reported in Domalski ES (1972) J Phys Chem Ref Data 1:221
34. Wiberg KB, Morgan KM, Maltz H (1994) J Am Chem Soc 116:11067
35. Kreysig VD, Friebe R, Aparowsky H, Schirmer J (1968) J Prakt Chem 37:329
36. Moureu C, Boutaric A (1920) J Chim Phys 18:348
37. d'Aladern R (1893) Compt Rend 116:1457 reported in Domalski, ES (1972) J Phys Chem Ref Data 1:221
38. Matos MAR, Miranda MS, Morais VMF, Liebman JF (2003) J Org Biomol Chem 1:2566