Download e-book for iPad: Cumulenes in Click Reactions by Henri Ulrich

By Henri Ulrich

ISBN-10: 0470747951

ISBN-13: 9780470747957

ISBN-10: 0470779322

ISBN-13: 9780470779323

Cumulenes are natural molecules with or extra cumulative (consecutive) double bonds. Their reactions frequently continue at room temperature, without or with a catalyst, and are stereospecific, giving the response items in excessive yields – positive aspects attribute of “click reactions”. 

Cumulenes in click on Reactions presents a finished record of cumulene structures and their reactions, with an emphasis on their “click-like” nature. The chapters are based in accordance with the variety of carbon atoms within the procedure, together with assurance of:

  • introduction to the chemistry of cumulenes
  • one-carbon cumulenes: sulfines, sulfenes, thiocarbonyl S-imides, thiocarbonyl S-sulfides, and 1-aza-2-azoniaallene salts
  • two-carbon cumulenes: carbon oxides, carbon sulfides, carbon nitrides (isocyanates, isothiocyanates, and carbodiimides), phosphaallenes, and diarsaallenes
  • 1,2-dicarbon cumulenes: ketenes, thioketenes, ketenimines, 1-silaallenes, 1-phosphaallenes, and different steel allenes
  • 1,3-dicarbon cumulenes: thiocarbonyl S-ylides, 2-azaallenium salts, 1-oxa-3-azoniabutatriene salts, 1-thia-3-azoniabutatriene salts, and phosphorous ylides
  • 1,2,3-tricarbon cumulenes: allenes, butatrienes, better cumulenes and heterobutatrienes
  • noncarbon cumulenes: azides, triazaallenium salts, sulfur oxides, sulfur nitrides, N-sulfinylamines, sulfurdiimides, and dithionitronium cation

Cumulenes in click on Reactionsis a vital advisor for researchers and complex scholars in academia and learn operating in man made natural, inorganic and bioorganic chemistry.Content:
Chapter 1 common creation (pages 1–12):
Chapter 2 1?Carbon Cumulenes (pages 13–44):
Chapter three 2?Carbon Cumulenes (pages 45–241):
Chapter four 1,2?Dicarbon Cumulenes (pages 243–390):
Chapter five 1,3?Dicarbon Cumulenes (pages 391–398):
Chapter 6 1,2,3?Tricarbon Cumulenes (pages 399–473):
Chapter 7 Noncarbon Cumulenes (pages 475–540):

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Holm, Acta Chem. , Ser. B 30, 997 (1976). 36. H. Handels, PhD Thesis, University of Nijmegen, The Netherlands (1979). 37. L. Thijs, A. M. van Rens and B. Zwanenburg, Tetrahedron Lett. 3589, (1973). 38. F. Bonini, G. Maccagnani, A. Wagenaar, L. Thijs and B. Zwanenburg, J. Chem. , Perkin Trans. 1, 2490 (1972). 39. B. Zwanenburg and A. Wagenaar, Tetrahedron Lett. 5009 (1973). 40. L. Thijs, J. Strating and B. Zwanenburg, Recl. Trav. Chim. Pay-Bas 91, 1345 (1972). 41. B. Zwanenburg, E. Thijs and J. Strating, Tetrahedron Lett.

Treatment of the sulfene dimers with silylating agents produces sulfoxonium ylides 14 . In the reaction of benzoylmethanesulfonyl chloride with triethylamine the α-oxo sulfene 4 is generated, which undergoes dimerization via a [4+2] cycloaddition reaction to give the cyclodimer 5. 1 [2+1] Cycloaddition Reactions Sulfene reacts with triphenylphosphine to give a quaternary phosphonium salt. The reaction seems to proceed via an initial [2+1]] cycloaddition to form 6, which rearranges to give a thiaphosphoridene dioxide intermediate 16 .

1, 1468 (1977). 30. M. Schwab and W. Sundermeyer, Chem. Ber. 121, 75 (1988). 31. F. Bonini, G. Maccagnani, G. Mazzanti, L. E. Veenstra and B. Zwanenburg, J. Chem. , Perkin Trans. 1, 1220 (1978). 32. R. Huisgen, Angew. Chem. 75, 604, 742 (1963). 33. F. Bonini, G. Maccagnani, G. Mazzanti and B. Zwanenburg, Gazz. Chim. Ital. 107, 289 (1977). 34. F. Bonini, G. Maccagnani, G. Mazzanti, P. Pedrini and B. Zwanenburg, Gazz. Chim. Ital. 107. 283 (1977). 35. L. Carlsen and A. Holm, Acta Chem. , Ser. B 30, 997 (1976).

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Cumulenes in Click Reactions by Henri Ulrich

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