The system combining the tetraphosphine cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclopentane (Tedicyp) and [Pd(C3H5)Cl]2 has been found to be a very active
catalyst for the cross-coupling of aryl bromides with alkyl- or
arylzinc derivatives (Negishi reaction). A variety of aryl
bromides react in good yields and high turnover numbers
(TONs) (up to 800 000) with diethylzinc, n-butylzinc bromide,
or n-hexylzinc bromide in the presence of 0.1−0.0001 mol %
catalyst in most cases.
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