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By Henri Ulrich

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 – beneficial properties attribute of “click reactions”. Cumulenes in click on Reactions presents a entire checklist 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 insurance of:introduction to the chemistry of cumulenesone-carbon cumulenes: sulfines, sulfenes, thiocarbonyl S-imides, thiocarbonyl S-sulfides, and 1-aza-2-azoniaallene saltstwo-carbon cumulenes: carbon oxides, carbon sulfides, carbon nitrides (isocyanates, isothiocyanates, and carbodiimides), phosphaallenes, and diarsaallenes1,2-dicarbon cumulenes: ketenes, thioketenes, ketenimines, 1-silaallenes, 1-phosphaallenes, and different steel allenes1,3-dicarbon cumulenes: thiocarbonyl S-ylides, 2-azaallenium salts, 1-oxa-3-azoniabutatriene salts, 1-thia-3-azoniabutatriene salts, and phosphorous ylides1,2,3-tricarbon cumulenes: allenes, butatrienes, larger cumulenes and heterobutatrienesnoncarbon cumulenes: azides, triazaallenium salts, sulfur oxides, sulfur nitrides, N-sulfinylamines, sulfurdiimides, and dithionitronium cationCumulenes in click on Reactionsis a necessary consultant for researchers and complicated scholars in academia and learn operating in artificial natural, inorganic and bioorganic chemistry.

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By Henri Ulrich

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 – beneficial properties attribute of “click reactions”. Cumulenes in click on Reactions presents a entire checklist 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 insurance of:introduction to the chemistry of cumulenesone-carbon cumulenes: sulfines, sulfenes, thiocarbonyl S-imides, thiocarbonyl S-sulfides, and 1-aza-2-azoniaallene saltstwo-carbon cumulenes: carbon oxides, carbon sulfides, carbon nitrides (isocyanates, isothiocyanates, and carbodiimides), phosphaallenes, and diarsaallenes1,2-dicarbon cumulenes: ketenes, thioketenes, ketenimines, 1-silaallenes, 1-phosphaallenes, and different steel allenes1,3-dicarbon cumulenes: thiocarbonyl S-ylides, 2-azaallenium salts, 1-oxa-3-azoniabutatriene salts, 1-thia-3-azoniabutatriene salts, and phosphorous ylides1,2,3-tricarbon cumulenes: allenes, butatrienes, larger cumulenes and heterobutatrienesnoncarbon cumulenes: azides, triazaallenium salts, sulfur oxides, sulfur nitrides, N-sulfinylamines, sulfurdiimides, and dithionitronium cationCumulenes in click on Reactionsis a necessary consultant for researchers and complicated scholars in academia and learn operating in artificial natural, inorganic and bioorganic chemistry.

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Jochims, Tetrahedron 49, 9973 (1993). A. B. Shrestha-Dawadi, M. Winkler, W. C. Chem. , Perkin Trans. 1, 3759 (1998). Q. Wang, A. Amer, C. Troll, H. C. Jochim. Chem. Ber. 126, 2519 (1993). Q. Wang, S. C. Jochims, Chem. Ber. 127, 947 (1994). M. Wei, D. Fang and R. Liu, Eur. J. Org. Chem. 19, 4070 (2004). A. El-Gazzar, K. Scholten, Y. Guo, K. G. Hitzler, G. Roth, H. C. Jochims, J. Chem. , Perkin Trans. 1, 1999, (1999). A. I. A. Hassan, Sulfur Lett. 25, 161 (2002). A. A. A. Al-Masoudi, Nucleosides, Nucleotides, Nucleic Acids, 23, 1739 (2005).

Electron withdrawing substituents, such as Cl or RCO groups enhance the reactivity, while sterically bulky groups retard the reaction. For example, dichlorosulfine reacts readily with cyclopentadiene and anthracene. The first trapping of the parent sulfine with cyclopentadiene was accomplished in 1987. 0]oct-7-ene 33 50 . [CH2 Me3SiCH2SOCI + CsF S O] S + O 32 O + Me3SiF + CsCl S 33 Similar [4+2] cycloadducts are obtained from ethyl- and butylsulfines and both cycloadducts undergo the same rearrangement 51 .

Copolymers of alkenes and carbon monoxide are a new class of biodegradable polyketones, which can be readily converted into functional polymers. Also copolymers of alkylene oxides and carbon monoxide are known. Carbon dioxide is the most abundant heterocumulene on earth. The total amount of carbon dioxide in the atmosphere and in the oceans is estimated to represent 1014 tons of carbon. However its industrial use is currently not extensive. Examples of its industrial use include the production of urea, the Kolbe–Schmitt synthesis of salicylic acid, methanol synthesis and the synthesis of cyclic carbonates.

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