Study on the initiation step of vinyloxirane and 3-butenyloxirane polymerization by alkalide K−, K+(15-crown-5)2

Decomposition of vinyl ethers by alkalide K−, K+(15-crown-5)2 via organopotassium intermediates

“…3,9,14, and 19 underwent further fast reactions. None of their benzylated derivatives were detected in any of the systems studied.…”

“…Then, it was found that the regioselective cleavage of the alkyl-oxygen bond occurred also in methyl phenyl ether, ethyl phenyl ether [2], and allyl phenyl ether [3] in their reactions with K À , K þ (15-crown-5) 2 1. It was shown in further works that various cyclic ethers as monosubstituted oxiranes [3][4][5][6][7][8][9], oxetane [10][11][12] and tetrahydrofuran [13,14] can also be opened by alkalides. The most interesting seemed to be the reaction involving oxiranes.…”

“…The most interesting seemed to be the reaction involving oxiranes. The oxacyclic ring was opened in the a- [8,9] or in the b-position [3][4][5][6]9], i.e. between the substituted carbon atom and oxygen or between the CH 2 group and oxygen, respectively.…”

Electron-transfer reduction of selected alcohols with alkalide K−, K+(15-crown-5)2 via organometallic intermediates

“…4, 8, 23, and 24 are their benzylated derivatives found after benzylation. The processes presented in Schemes 1-4 are very fast, similarly as it has been found in earlier works [22][23][24][25][26][27][28]. Organopotassium compounds are formed at the excess of 1.…”

“…They are known as two-electron-transfer species [5], used in the reactions with alkenes [6][7][8][9], alkines [10], alkyl halides [11,12], silyl halides [13], ketones [14,15], esters [16][17][18][19][20], and ethers [12,[20][21][22][23][24][25][26][27][28]. Organometallic compounds were intermediate products in those systems.…”