Photochemical reaction between cyclohexyl isocyanide and π-cyclopentadienyldicarbonyltrimethylsilyliron(II)

Tze Ming Chan; John W. Connolly; Carl D. Hoff; Frank Millich

doi:10.1016/S0022-328X(00)90647-8

Photochemical reaction between cyclohexyl isocyanide and π-cyclopentadienyldicarbonyltrimethylsilyliron(II)

Tze Ming Chan, John W. Connolly, Carl D. Hoff, Frank Millich

Research output: Contribution to journal › Article

8 Scopus citations

Abstract

The photoreaction between C₅H₅Fe(CO)₂Si(CH₃)₃ (I) and cyclohexyl isocyanide leads to the sequential replacement of both carbonyl groups by the isocyanide. Both the racemic monosubstituted product, C₅H₅Fe(CO)(C₆H₁₁NC)Si(CH₃)₃ (II) and the disubstituted product, C₅H₅Fe(C₆H₁₁NC)₂Si(CH₃)₃ (III) have been isolated and characterized. Photoreaction between the disubstituted product III and C₅H₅Fe(CO)₂Si(CH₃)₃ in a sealed tube gives the monosubstituted product, II. Thermal initiation of the above reactions failed. The disubstituted product III is stable under both the thermal and photochemical conditions used; thus, insertion of isocyanide into FeSi bond was observed not to occur.

Original language	English (US)
Pages (from-to)	287-293
Number of pages	7
Journal	Journal of Organometallic Chemistry
Volume	152
Issue number	3
DOIs	https://doi.org/10.1016/S0022-328X(00)90647-8
State	Published - Jun 6 1978
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry
Materials Chemistry

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@article{06d059e09c47483a9b5138915475bb51,

title = "Photochemical reaction between cyclohexyl isocyanide and π-cyclopentadienyldicarbonyltrimethylsilyliron(II)",

abstract = "The photoreaction between C5H5Fe(CO)2Si(CH3)3 (I) and cyclohexyl isocyanide leads to the sequential replacement of both carbonyl groups by the isocyanide. Both the racemic monosubstituted product, C5H5Fe(CO)(C6H11NC)Si(CH3)3 (II) and the disubstituted product, C5H5Fe(C6H11NC)2Si(CH3)3 (III) have been isolated and characterized. Photoreaction between the disubstituted product III and C5H5Fe(CO)2Si(CH3)3 in a sealed tube gives the monosubstituted product, II. Thermal initiation of the above reactions failed. The disubstituted product III is stable under both the thermal and photochemical conditions used; thus, insertion of isocyanide into FeSi bond was observed not to occur.",

author = "Chan, {Tze Ming} and Connolly, {John W.} and Hoff, {Carl D.} and Frank Millich",

year = "1978",

month = jun,

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doi = "10.1016/S0022-328X(00)90647-8",

language = "English (US)",

volume = "152",

pages = "287--293",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier",

number = "3",

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TY - JOUR

T1 - Photochemical reaction between cyclohexyl isocyanide and π-cyclopentadienyldicarbonyltrimethylsilyliron(II)

AU - Chan, Tze Ming

AU - Connolly, John W.

AU - Hoff, Carl D.

AU - Millich, Frank

PY - 1978/6/6

Y1 - 1978/6/6

N2 - The photoreaction between C5H5Fe(CO)2Si(CH3)3 (I) and cyclohexyl isocyanide leads to the sequential replacement of both carbonyl groups by the isocyanide. Both the racemic monosubstituted product, C5H5Fe(CO)(C6H11NC)Si(CH3)3 (II) and the disubstituted product, C5H5Fe(C6H11NC)2Si(CH3)3 (III) have been isolated and characterized. Photoreaction between the disubstituted product III and C5H5Fe(CO)2Si(CH3)3 in a sealed tube gives the monosubstituted product, II. Thermal initiation of the above reactions failed. The disubstituted product III is stable under both the thermal and photochemical conditions used; thus, insertion of isocyanide into FeSi bond was observed not to occur.

AB - The photoreaction between C5H5Fe(CO)2Si(CH3)3 (I) and cyclohexyl isocyanide leads to the sequential replacement of both carbonyl groups by the isocyanide. Both the racemic monosubstituted product, C5H5Fe(CO)(C6H11NC)Si(CH3)3 (II) and the disubstituted product, C5H5Fe(C6H11NC)2Si(CH3)3 (III) have been isolated and characterized. Photoreaction between the disubstituted product III and C5H5Fe(CO)2Si(CH3)3 in a sealed tube gives the monosubstituted product, II. Thermal initiation of the above reactions failed. The disubstituted product III is stable under both the thermal and photochemical conditions used; thus, insertion of isocyanide into FeSi bond was observed not to occur.

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