Morgan, David L. published the artcileSulfonium Ion Adducts from Quasiliving Polyisobutylene and Mono- or Disulfides, Application In Synthesis of 1002-41-1, the publication is Macromolecules (Washington, DC, United States) (2009), 42(7), 2344-2352, database is CAplus.
Low-temperature-stable sulfonium ion adducts were generated by addition of mono- and disulfides to TiCl4-catalyzed quasiliving polyisobutylene (PIB). The adducts were studied in situ via low temperature NMR in 50/50 (volume/volume) CS2/CD2Cl2 using the initiator 2-chloro-2,4,4-trimethylpentane (TMPCl) and C16 and C20tert-chloride oligo-isobutylenes as models for the PIB chain end. At temperatures less than or equal to -60 °C, quant. 1:1 adducts were formed between the (di)sulfides and TMPCl or the oligo-isobutylenes. Adduct formation prevented further homopolymerization of isobutylene, but when a more reactive nucleophile such as an alc. or amine was added to the reaction, the adducts were destroyed. Both elimination and substitution products were obtained at the PIB chain end. With PIB-monosulfide adducts, elimination was the principle decomposition pathway, and near-quant. formation of exo-olefin PIB was achieved upon termination by a hindered tertiary amine, such as proton trap, 2,6-di-tert-butylpyridine. For PIB-disulfide adducts, decomposition was observed to occur principally through sulfur-sulfur cleavage, yielding useful thioether end groups, e.g., when terminated with triethylamine, the PIB-bis(2-bromoethyl) disulfide adduct yielded near-quant. primary bromide-terminated PIB.
Macromolecules (Washington, DC, United States) published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Application In Synthesis of 1002-41-1.
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