Formation of iridalactones by CH2-O oxidative addition of propiolactone to iridium(I)

Andrei A. Zlota, Felix Frolow, David Milstein

Research output: Contribution to journalArticle

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Abstract

Propiolactone undergoes facile oxidative addition to low-valent electron-rich Ir(I) complexes. (C8H14)Ir(PMe3)3Cl (1) yields the structurally characterized iridalactone mer-(CH2CH2CO2)Ir(PMe3) 3Cl (2) by cleavage of the CH2-O bond. The reaction is first order in both the lactone and 1. A likely mechanism involves nucleophilic attack by a 16-electron iridium complex on the CH2-O carbon atom. The structure of 2 has been determined crystallographically [space group P21/c; a = 13.184 (5) Å, b = 13.852 (2) Å, c = 12.761 (4) Å; β= 111.20 (5)°; Z = 4; R = 0.033 for 4882 reflections]. 1990 American Chemical Society.

Original languageEnglish
Pages (from-to)1300-1302
Number of pages3
JournalOrganometallics
Volume9
Issue number4
Publication statusPublished - 1990

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Propiolactone
Iridium
iridium
Electrons
Lactones
attack
cleavage
electrons
Carbon
Atoms
carbon
atoms

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry

Cite this

Formation of iridalactones by CH2-O oxidative addition of propiolactone to iridium(I). / Zlota, Andrei A.; Frolow, Felix; Milstein, David.

In: Organometallics, Vol. 9, No. 4, 1990, p. 1300-1302.

Research output: Contribution to journalArticle

Zlota, Andrei A. ; Frolow, Felix ; Milstein, David. / Formation of iridalactones by CH2-O oxidative addition of propiolactone to iridium(I). In: Organometallics. 1990 ; Vol. 9, No. 4. pp. 1300-1302.
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abstract = "Propiolactone undergoes facile oxidative addition to low-valent electron-rich Ir(I) complexes. (C8H14)Ir(PMe3)3Cl (1) yields the structurally characterized iridalactone mer-(CH2CH2CO2)Ir(PMe3) 3Cl (2) by cleavage of the CH2-O bond. The reaction is first order in both the lactone and 1. A likely mechanism involves nucleophilic attack by a 16-electron iridium complex on the CH2-O carbon atom. The structure of 2 has been determined crystallographically [space group P21/c; a = 13.184 (5) {\AA}, b = 13.852 (2) {\AA}, c = 12.761 (4) {\AA}; β= 111.20 (5)°; Z = 4; R = 0.033 for 4882 reflections]. 1990 American Chemical Society.",
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AU - Zlota, Andrei A.

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AB - Propiolactone undergoes facile oxidative addition to low-valent electron-rich Ir(I) complexes. (C8H14)Ir(PMe3)3Cl (1) yields the structurally characterized iridalactone mer-(CH2CH2CO2)Ir(PMe3) 3Cl (2) by cleavage of the CH2-O bond. The reaction is first order in both the lactone and 1. A likely mechanism involves nucleophilic attack by a 16-electron iridium complex on the CH2-O carbon atom. The structure of 2 has been determined crystallographically [space group P21/c; a = 13.184 (5) Å, b = 13.852 (2) Å, c = 12.761 (4) Å; β= 111.20 (5)°; Z = 4; R = 0.033 for 4882 reflections]. 1990 American Chemical Society.

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