Trans alkenylpyridine and alkenylamine complexes of platinum

Michael P. Shaver, Christopher M. Vogels, Andrew I. Wallbank, Tracy L. Hennigar, Kumar Biradha, Michael J. Zaworotko, Stephen A. Westcott

Research output: Contribution to journalArticlepeer-review

Abstract

Addition of cis-cyclooctene (coe) to K2PtCl4 gives trans- [PtCl2(coe)]2 (1), which reacts with excess coe to give trans- PtCl2(coe)2 (2). Compound 2 was characterized by an X-ray diffraction study and crystals were found to be triclinic, a = 5.7838(5), b = 7.4347(6), c = 9.9972(9) A, α = 83.924(1), β = 87.844(2), γ = 73.546(1)°, Z = 1, with space group P1. Addition of 4-vinylpyridine (4vp) to 1 gave trans-PtCl2(4vp)2 (5) which was also characterized by an X-ray diffraction study. Crystals of 5 were monoclinic, a = 8.2255(6), b = 12.8254(10), c = 6.9624(5) A, β = 98.8230(10)°, Z = 2, with space group P21/c. Although alkenylamines react with 1 to give a mixture of products, addition of one equivalent of apve (H2NCH2CH2CH2OCH=CH2) to 1 cleanly afforded the organometallic product trans- PtCl2(coe)(thmo) (thmo = tetrahydro-2-methyl-1,3-oxazine) arising from a metal-catalyzed intramolecular hydroamination of the starting alkenylamine. Initial investigations into the functionalization of metal complexes containing pendant alkene groups have shown that catecholborane can be added in some cases, using a rhodium catalyst, to give the corresponding organoboronate ester platinum compounds.

Original languageEnglish
Pages (from-to)568-576
Number of pages9
JournalCanadian Journal of Chemistry
Volume78
Issue number5
DOIs
Publication statusPublished - 2000
Externally publishedYes

Keywords

  • Alkenylamines
  • Alkenylpyridines
  • Hydroamination
  • Hydroboration
  • Plati num

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