For the catalysed hydrocyanation of buta-1,3-diene: (a step in the manufacture of nylon-6,6), the catalyst precursor is
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For the catalysed hydrocyanation of buta-1,3-diene:
(a step in the manufacture of nylon-6,6), the catalyst precursor is NiL4 where L = P(OR)3. Consider the addition of only the first equivalent of HCN.
(a) Some values of K for:
are 6 × 10−10 for R = 4-MeC6H4, 3 × 10−5 for R = iPr and 4 × 10−2 for R = 2-MeC6H4. Comment on the trend in values and on the relevance of these data to the catalytic process.
(b) The first three steps in the proposed catalytic cycle are the addition of HCN to the active catalyst, loss of L, and the addition of buta-1,3-diene with concomitant H migration. Draw out this part of the catalytic cycle.
(c) Suggest the next step in the cycle, and discuss any complications.
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