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Cyclobutyl chloride, ionization

Silyl-substituted bicyclobutonium ions are also accessible from direct ionization of 3-silyl-sub-stituted cyclobutyl chlorides. Matrix co-condensation of cw//ra s-3-(trimethylsilyl)cyclobutyl chloride (Scheme 1, D (R = R = Me)) with SbFs onto a surface of SO2CIF/SO2F2 at -196°C yields after homogenization at -130°C a yellow solution of carbocation 12. The C-NMR spectrum obtained for cation 12, except for the alkyl groups at silicon, is very similar to the C-NMR spectrum of carbocation 9. The differences of the signals for the Co-, Cp/Cp -carbons are smaller than 1 ppm. [Pg.147]

Cyclopropylcarbinyl chloride rearranges to cyclobutyl and allylcarbinyl chlorides over NaY zeolite at room temperature. This result is consistent with ionization of the... [Pg.267]

Moreover, removal of ether under vacuum and addition of tetrahydrofuran to the crude mixture of tosylates 229 and LiCl effected the ring expansion to cyclobutanones 230 and cyclobutenyl ethers 231. Upon treatment with anhydrous zinc bromide in methylene chloride, enol ethers 231 also underwent cleavage to give the expected cyclobutanones 230. In this way 2-alkynylcyclobutanones 230 with different substituents on the triple bond (i.e., R = CH3, C6H5, cyclopropyl, etc.) were obtained in 55-60% yield 110). It was obvious from these experiments that LiCl in THF was effective to cleave the MEM ethers 228, while MEM ethers usually require zinc-bromide 103-104), and induce their ring expansion. This likely involves, after ionization of the tosylates in THF, the intermediacy of the cyclobutyl cyclopropylcarbinyl carbenium ion system 232 U0). [Pg.35]


See other pages where Cyclobutyl chloride, ionization is mentioned: [Pg.37]    [Pg.24]   
See also in sourсe #XX -- [ Pg.243 ]




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