Quinone methide generation based on a cis-(N,N) platinum complex

Elena Poverenov, Linda J W Shimon, David Milstein

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Quinone methides (QMs) are highly reactive compounds that play important roles in various chemical and biological processes. In this work, a stable imino-pyridine platinum(IV) complex that bears a silylprotected oxy-benzyl precursor of the quinone methide BHT - QM, derived from the food preservative 2,6-di-tert-butyl-4-metnylphenol (BHT), was prepared and fully characterized, including by X-ray structural characterization. De-silylation results in a rarely observed, fully characterized, zwitterionic intermediate η1-methylene-p-phenoxy-Pt(IV), which undergoes de-aromatization to the unstable BHT - QM, which was trapped in solution.

Original languageEnglish
Pages (from-to)2178-2182
Number of pages5
JournalOrganometallics
Volume26
Issue number9
DOIs
Publication statusPublished - Apr 23 2007

Fingerprint

quinones
Platinum
platinum
Food Preservatives
Aromatization
Butylated Hydroxytoluene
preservatives
X rays
bears
food
methylene
pyridines
quinone methide
2,6-di-tert-butyl-4-methylene-2,5-cyclohexadienone
x rays
pyridine

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Quinone methide generation based on a cis-(N,N) platinum complex. / Poverenov, Elena; Shimon, Linda J W; Milstein, David.

In: Organometallics, Vol. 26, No. 9, 23.04.2007, p. 2178-2182.

Research output: Contribution to journalArticle

Poverenov, Elena ; Shimon, Linda J W ; Milstein, David. / Quinone methide generation based on a cis-(N,N) platinum complex. In: Organometallics. 2007 ; Vol. 26, No. 9. pp. 2178-2182.
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