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光敏反应 —— 光照条件下氧气的反应

光敏反应 —— 光照条件下氧气的反应. Ren Lei 2009.12.12. 1. 背景 2. O2 的分类及产生的方法和机理 3. 反应的类型 a 【2+2】 环加成 b Ene 反应 c 【4+2】 环加成 d N 参与的反应 e P 参与的反应 f S 参与的反应 g 其他反应. Khan Foote and Wexler Corey and Taylor etc. Fritzsche. Dufraisse, Windaus, Kautsky.

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光敏反应 —— 光照条件下氧气的反应

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  1. 光敏反应 ——光照条件下氧气的反应 Ren Lei 2009.12.12

  2. 1.背景 2. O2的分类及产生的方法和机理 3.反应的类型 a 【2+2】环加成 b Ene 反应 c 【4+2】环加成 d N参与的反应 e P参与的反应 f S参与的反应 g 其他反应

  3. Khan Foote and Wexler Corey and Taylor etc Fritzsche Dufraisse, Windaus, Kautsky 1867 1920s-1930s 1960s Fritzsche, J. Compt. Rend. 1867, 64, 1035-1037

  4. 主要是两种氧参与的反应 1.Ground-state triplet O2 (Ground-state Molecular Oxygen) 机理 2. Excited singlet 1O2

  5. Chemical Reviews, 1971, Vol. 71, No. 4 395 Photochemistry of Organic Compounds: From Concepts to Practice

  6. 【2+2】环加成 Tetrahedron Lett.1972,169-172

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  12. Rose Bengal J. 0rg. Chem., Vol. 41, No. 8, 1976 CA Org. Lett 2002 Vol.4,No.14 2325-2328 Platinum(II) Terpyridyl J.Org.Chem.2004,69,4788-4791 Acetylide Complex

  13. Org. Lett 2000 Vol.2,No.10 1383-1385

  14. Ene 反应

  15. Tetrahedron56(2000)9151¤C917

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  18. 沸石 J.Am.Chem.Soc. 1996, 118, 10666-10667 J.AM.CHEM.SOC.2007,129,4132-4133

  19. 【4+2】环加成 Only activated aromatic compounds,such as benzenes with good electron-donating substituents or polycyclic aromatic hydrocarbons

  20. Thefirst-timeuseof chiral-auxiliary-controlled1,3-dienes in [4 + 2] cycloaddition reactions with singlet oxygen J.Am.Chem.Soc. 1998, 120, 4091- 4093

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  22. J.Am.Chem. Soc. 1995, 117,6439-6442

  23. 【4+2】Natural Products Acc.Chem.Res. 2008, 41, 1001-1011

  24. Structure 1 Tetrahedron Lett.1981,22,3505-3508 J.Org.Chem. 2007,72,4826-4831

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  32. N 的反应 Angew. Chem. Inf. Ed. Engl. 1991.30,187 J.Am.Chem.Soc. 2004, 126,15956.

  33. TL 1996, 37, 8189-8194 Org.Lett.2009,11,4568-4571

  34. . J.Org.Chem. 2001, 66,4898

  35. P的反应 J. Org. Chem., 1974 3178-3179 Org.Lett.2009,8,1879-1881

  36. S 的反应 Acc.Chem.Res.2001, 34,875-884

  37. J.Phys.Chem.B 2006, 110, 2942 2948 J.Am.Chem.Soc .2008, 130,4057 4068 4057

  38. Other reaction Angew. Chem.,Int.Ed. 2004, 43,6532 J.Am. Chem.Soc. 2004, 126,8914

  39. Org.Lett.2007,9,611-613

  40. Methylene Blue RoseBengal Tetraphenylporphyrin TPFPP

  41. Thank You

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