3591-42-2Relevant articles and documents
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Seyferth,D. et al.
, p. 169 - 175 (1968)
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KOtBu as a single electron donor? Revisiting the halogenation of alkanes with CBr4 and CCl4
Emery, Katie J.,Young, Allan,Arokianathar, J. Norman,Tuttle, Tell,Murphy, John A.
, (2018/05/22)
The search for reactions where KOtBu and other tert-alkoxides might behave as single electron donors led us to explore their reactions with tetrahalomethanes, CX4, in the presence of adamantane. We recently reported the halogenation of adamantane under these conditions. These reactions appeared to mirror the analogous known reaction of NaOH with CBr4 under phase-transfer conditions, where initiation features single electron transfer from a hydroxide ion to CBr4. We now report evidence from experimental and computational studies that KOtBu and other alkoxide reagents do not go through an analogous electron transfer. Rather, the alkoxides form hypohalites upon reacting with CBr4 or CCl4, and homolytic decomposition of appropriate hypohalites initiates the halogenation of adamantane.
New multi-site phase transfer catalyst for the addition of dichlorocarbene to olefins
Shanmugan,Balakrishnan
, p. 1069 - 1074 (2008/02/11)
Three step synthesis of a new, water-soluble multi-site phase transfer catalyst (MPTC-I), viz., α,α1,α11- tris(triethyl ammonium methylene bromide) β-hydroxy ethyl benzene is described. The potentiality of MPTC-I is demonstrated by studying kinetic aspects of the reactions, viz. dichlorocarbene addition to styrene, α-methyl styrene and trans-stilbene.
