
Tetrahedron Letters p. 3521 - 3524 (1986)
Update date:2022-07-30
Topics:
Lavallee, David K.
White, Adrian
Diaz, Alan
Battioni, Jean-Paul
Mansuy, Daniel
A general method has been developed for nearly quantitative synthesis of N-benzylporphyrins by use of benzyldiphenylsulfonium tetrafluoroborate.The N-benzylporphyrins (including natural, synthetic, water soluble and non-water soluble porphyrins) insert Cu(II), Co(II), Pd(II) and Ni(II) rapidly and then readily lose the N-benzyl group to give non-N-substituted metalloporphyrins.The reactions of Cu(II), Co(II) and Pd(II) are efficient under mild conditions compatible with biological preparations.
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