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

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

Research output: Contribution to journalArticle

8 Citations (Scopus)

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 languageEnglish
Pages (from-to)287-293
Number of pages7
JournalJournal of Organometallic Chemistry
Volume152
Issue number3
DOIs
StatePublished - Jun 6 1978
Externally publishedYes

Fingerprint

Photochemical reactions
Cyanides
Carbon Monoxide
photochemical reactions
products
Hot Temperature
insertion
tubes

ASJC Scopus subject areas

  • Biochemistry
  • Chemical Engineering (miscellaneous)
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Science (miscellaneous)
  • Materials Chemistry

Cite this

Photochemical reaction between cyclohexyl isocyanide and π-cyclopentadienyldicarbonyltrimethylsilyliron(II). / Chan, Tze Ming; Connolly, John W.; Hoff, Carl; Millich, Frank.

In: Journal of Organometallic Chemistry, Vol. 152, No. 3, 06.06.1978, p. 287-293.

Research output: Contribution to journalArticle

@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 Carl Hoff and Frank Millich",
year = "1978",
month = "6",
day = "6",
doi = "10.1016/S0022-328X(00)90647-8",
language = "English",
volume = "152",
pages = "287--293",
journal = "Journal of Organometallic Chemistry",
issn = "0022-328X",
publisher = "Elsevier",
number = "3",

}

TY - JOUR

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

AU - Chan, Tze Ming

AU - Connolly, John W.

AU - Hoff, Carl

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.

UR - http://www.scopus.com/inward/record.url?scp=49349122862&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=49349122862&partnerID=8YFLogxK

U2 - 10.1016/S0022-328X(00)90647-8

DO - 10.1016/S0022-328X(00)90647-8

M3 - Article

AN - SCOPUS:49349122862

VL - 152

SP - 287

EP - 293

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

SN - 0022-328X

IS - 3

ER -