Cumulenes in Click Reactions (PDF)

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 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 other metal 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, higher
cumulenes and heterobutatrienes

* noncarbon cumulenes: azides, triazaallenium salts, sulfur
oxides, sulfur nitrides, N-sulfinylamines, sulfurdiimides, and
dithionitronium cation

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