Reactions of Iridium(I) Alkoxide Complexes with Acyl and Alkyl Sources: Carbon-Oxygen Bond-Forming Reactions

Karen A. Bernard; Jim D. Atwood

doi:10.1021/om00105a034

Reactions of Iridium(I) Alkoxide Complexes with Acyl and Alkyl Sources: Carbon-Oxygen Bond-Forming Reactions

Karen A. Bernard
, Jim D. Atwood

Chemistry

SUNY Buffalo

Research output: Contribution to journal › Article › peer-review

48 Scopus citations

Abstract

The reactions of alkoxyiridium complexes trans-ROIr(CO)(PPh₃)₂(R = Me, Ph, t-Bu, i-Pr) with organic substrates R'X (R' = Me, CH₃C(O), C₆H₅C(O), C₆H₅CH₂C(O), HC(O); X = Cl, I, H) lead to esters ROR' but not to ethers. Reaction of acid chlorides leads to R'Ir(CO)(PPh₃)₂Cl₂ and the ester. Reaction of aldehydes gives HIr(CO)₂(PPh₃)₂ and the ester ROR' in addition to Tischenko products R'CH₂C(O)OR'. Reaction of Mel gives the six-coordinate adduct MeOIr(Me)(I)(CO)(PPh₃)₂ that does not eliminate dimethyl ether. Carbonylation and decomposition of MeOIr(Me)(I)(CO)(PPh₃)₂ leading to MeOC(O)Ir(Me)(I)(CO)(PPh₃)₂ and trans-Ir(CO)(PPh₃)₂I, respectively, are also reported.

Original language	English
Pages (from-to)	795-800
Number of pages	6
Journal	Organometallics
Volume	8
Issue number	3
DOIs	https://doi.org/10.1021/om00105a034
State	Published - Mar 1 1989

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@article{ff1576e53591464c87cb950ca97bfd8c,

title = "Reactions of Iridium(I) Alkoxide Complexes with Acyl and Alkyl Sources: Carbon-Oxygen Bond-Forming Reactions",

abstract = "The reactions of alkoxyiridium complexes trans-ROIr(CO)(PPh3)2(R = Me, Ph, t-Bu, i-Pr) with organic substrates R'X (R' = Me, CH3C(O), C6H5C(O), C6H5CH2C(O), HC(O); X = Cl, I, H) lead to esters ROR' but not to ethers. Reaction of acid chlorides leads to R'Ir(CO)(PPh3)2Cl2 and the ester. Reaction of aldehydes gives HIr(CO)2(PPh3)2 and the ester ROR' in addition to Tischenko products R'CH2C(O)OR'. Reaction of Mel gives the six-coordinate adduct MeOIr(Me)(I)(CO)(PPh3)2 that does not eliminate dimethyl ether. Carbonylation and decomposition of MeOIr(Me)(I)(CO)(PPh3)2 leading to MeOC(O)Ir(Me)(I)(CO)(PPh3)2 and trans-Ir(CO)(PPh3)2I, respectively, are also reported.",

author = "Bernard, \{Karen A.\} and Atwood, \{Jim D.\}",

year = "1989",

month = mar,

day = "1",

doi = "10.1021/om00105a034",

language = "English",

volume = "8",

pages = "795--800",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "3",

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TY - JOUR

T1 - Reactions of Iridium(I) Alkoxide Complexes with Acyl and Alkyl Sources

T2 - Carbon-Oxygen Bond-Forming Reactions

AU - Bernard, Karen A.

AU - Atwood, Jim D.

PY - 1989/3/1

Y1 - 1989/3/1

N2 - The reactions of alkoxyiridium complexes trans-ROIr(CO)(PPh3)2(R = Me, Ph, t-Bu, i-Pr) with organic substrates R'X (R' = Me, CH3C(O), C6H5C(O), C6H5CH2C(O), HC(O); X = Cl, I, H) lead to esters ROR' but not to ethers. Reaction of acid chlorides leads to R'Ir(CO)(PPh3)2Cl2 and the ester. Reaction of aldehydes gives HIr(CO)2(PPh3)2 and the ester ROR' in addition to Tischenko products R'CH2C(O)OR'. Reaction of Mel gives the six-coordinate adduct MeOIr(Me)(I)(CO)(PPh3)2 that does not eliminate dimethyl ether. Carbonylation and decomposition of MeOIr(Me)(I)(CO)(PPh3)2 leading to MeOC(O)Ir(Me)(I)(CO)(PPh3)2 and trans-Ir(CO)(PPh3)2I, respectively, are also reported.

AB - The reactions of alkoxyiridium complexes trans-ROIr(CO)(PPh3)2(R = Me, Ph, t-Bu, i-Pr) with organic substrates R'X (R' = Me, CH3C(O), C6H5C(O), C6H5CH2C(O), HC(O); X = Cl, I, H) lead to esters ROR' but not to ethers. Reaction of acid chlorides leads to R'Ir(CO)(PPh3)2Cl2 and the ester. Reaction of aldehydes gives HIr(CO)2(PPh3)2 and the ester ROR' in addition to Tischenko products R'CH2C(O)OR'. Reaction of Mel gives the six-coordinate adduct MeOIr(Me)(I)(CO)(PPh3)2 that does not eliminate dimethyl ether. Carbonylation and decomposition of MeOIr(Me)(I)(CO)(PPh3)2 leading to MeOC(O)Ir(Me)(I)(CO)(PPh3)2 and trans-Ir(CO)(PPh3)2I, respectively, are also reported.

UR - https://www.scopus.com/pages/publications/0003593451

U2 - 10.1021/om00105a034

DO - 10.1021/om00105a034

M3 - Article

AN - SCOPUS:0003593451

SN - 0276-7333

VL - 8

SP - 795

EP - 800

JO - Organometallics

JF - Organometallics

IS - 3

ER -

Reactions of Iridium(I) Alkoxide Complexes with Acyl and Alkyl Sources: Carbon-Oxygen Bond-Forming Reactions

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