Synthesis and coordination chemistry of aminophosphine derivatives of adenine

Q Zhang, G Hua, P Bhattacharyya, Alexandra Martha Zoya Slawin, John Derek Woollins

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

Two aminophoshine derivates of adenine N-9-(N-2'-dipenylphosphinoaminoethyl)adenine L1 and N-9-(N-2'-diphenylphosphino-N-2'-n-propylaminoethyl)adenine L2 were synthesized. Oxidation of L1 and L2 with H2O2, elemental sulfur or elemental selenium led to the corresponding oxidized products 5-10. Both L1 and L2 behave as monodentate ligands towards late transition metals. Reaction of compound L1 or L2 with [AuCl(tht)], [{RhCl(mu-Cl)(n(5)-C5Me5)}(2)], [{IrCl(mu-Cl)(eta(5)-C5Me5)}(2)], [{Rh(mu-Cl)(cod)}(2)], <LF>[{RuCl(mu-Cl)(eta(3):eta(3)-C10H16)}(2)] and [{RuCl(mu-Cl)(p-(MeC6H4Pr)-Pr-i)}(2)] gave the corresponding "dangling" monodentate complexes 11-20, leaving the adenine ring free for complementary hydrogen bonding. Interaction of L1 and L2 with [MX2(cod)] (M=Pt: X=Cl, Me) in 2:1 molar ratio also gave monodentate complexes 21 and 22. All compounds have been fully characterized by microanalysis, IR, P-31-{H-1} NMR, H-1 NMR and EI/CI/FAB MS spectroscopies H-1-{P-31} NMR, H-1-H-1-COSY or H-1-C-13 correlation experiments were used to confirm the spectral assignments. Four compounds were structurally characterized by crystallographic X-ray analysis.

Original languageEnglish
Pages (from-to)3250-3257
Number of pages8
JournalDalton Transactions
Issue number16
DOIs
Publication statusPublished - 21 Aug 2003

Keywords

  • DIRECTED METALATION
  • ANTITUMOR-ACTIVITY
  • CRYSTAL-STRUCTURE
  • COMPLEXES
  • BASE
  • INHIBITORS
  • REACTIVITY
  • RUTHENIUM
  • KINETICS
  • ANALOGS

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