Cumulenes in Click Reactions

ISBN-13: 9780470779323 / Angielski / Twarda / 2010 / 568 str.

Henri Ulrich

Opis

Cumulenes are organic molecules with two or more cumulative (consecutive) double bonds. Their reactions often proceed at room temperature, with or without a catalyst, and are stereospecific, giving the reaction products in high yields - features characteristic of "click reactions."

"Cumulenes in Click Reactions" presents a comprehensive list of cumulene systems and their reactions, with an emphasis on their "click-like" nature. The chapters are structured according to the number of carbon atoms in the system, including coverage 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 other metal 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, higher cumulenes and heterobutatrienesnoncarbon cumulenes: azides, triazaallenium salts, sulfur oxides, sulfur nitrides, N-sulfinylamines, sulfurdiimides, and dithionitronium cation

"Cumulenes in Click Reactions"is an essential guide for researchers and advanced students in academia and research working in synthetic organic, inorganic and bioorganic chemistry.

Spis treści

Preface

Acknowledgements

1 General Introduction

References

2 1–Carbon Cumulenes

2.1 Sulfines, R₂C SO

2.2 Sulfenes, R2C S(O)O

2.3 Other 1–Carbon Cumulenes

3 2–Carbon Cumulenes

3.1 Carbon Oxides, O C O, :CO

3.2 Carbon Sulfides, S C S, S CO

3.3 Carbon Nitrides

3.4 Center Carbon Phosphorallenes, P C P

4 1,2–Dicarbon Cumulenes

4.1 Ketenes, R2C C O

4.2 Thioketenes, R2C C S

4.3 Ketenimines, R2C C NR

4.4 1–Silaallenes, R2C C Si

4.5 1–Phosphaallenes, R2C C P

4.6 Other Metal Allenes

5 1,3–Dicarbon Cumulenes

5.1 Thiocarbonyl S–ylides, R2C S CH2

5.2 2–Azaallenium Salts, R(Ce)C N+ C(Ce)R

5.3 1–Oxa–3–azoniabutatriene Salts, R2C N+ C O

5.4 1–Thia–3–azabutatriene Salts, R2C N+ C S

5.5 Phosphorus Ylides

6 1,2,3–Tricarbon Cumulenes

6.1 Allenes, R2C CR2

6.2 [3] Cumulenes, R2C C C CR2

6.3 [4] Cumulenes, R2C C C C CR2

6.4 [5] Cumulenes, R2C C C C C CR2

7 Noncarbon Cumulenes

7.1 Azides, RN N N

7.2 Triazaallenium Salts, RN N+ NR

7.3 Sulfur Oxides

7.4 Sulfur Nitrides

7.5 Cationic Boron Cumulenes, R2N B NR

Index