Cyclobutyne ligands. 1. Synthesis and reactivity of a cyclobutyne ligand in a triosmium complex, including a structural characterization of the first cyclobutyne ligand in the complex Os[sub 3](CO)[sub 9]([mu][sub 3]-[eta][sup 2]-[ovr C[sub 2]CH[sub 2]C]H[sub 2])([mu]-SPh)([mu]-H)

Journal Article · Sun Aug 01 04:00:00 EDT 1993 · Organometallics; (United States)

DOI:https://doi.org/10.1021/om00032a027· OSTI ID:5719343

Adams, R D; Chen, G; Qu, X; Wu, W; Yamamoto, J H ^[1]

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1. Univ. of South Carolina, Columbia (United States)

Saturated strained ring hydrocarbons containing the carbon-carbon triple bond have aroused the curiosity of chemists for many years. Strain is believed to become a major factor in the stability of these molecules when the ring contains less than nine carbon atoms. Theoretical calculations have indicated that the molecule, cyclobutyne, lies on an energy minimum, but as yet there is no conclusive experimental evidence for the existence of this molecule in the free state. The ability of metal atoms to complex and stabilize highly reactive small molecules is well-known. Recently, metal complexes of cyclopentyne and a gem-dimethyl-cyclopentyne were isolated. We now wish to report that, by using the stabilizing influence of three metal atoms, we have been able to prepare and isolate the first example of a metal complex containing the ligand cyclobutyne. The cyclobutyne ligand exhibited no anomalous structural or spectroscopic properties. Interestingly, the C[sub 4] ring was opened when the complex was heated to 125 [degree]C. 23 refs., 6 figs., 1 tab.

• OSTI ID: 5719343
• Journal Information: Organometallics; (United States), Journal Name: Organometallics; (United States) Vol. 12:8; ISSN ORGND7; ISSN 0276-7333
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400102 -- Chemical & Spectral Procedures
400201* -- Chemical & Physicochemical Properties
ALKENES
ALKYNES
AROMATICS
COHERENT SCATTERING
COMPLEXES
DATA
DIFFRACTION
EXPERIMENTAL DATA
HYDROCARBONS
INFORMATION
INFRARED SPECTRA
LIGANDS
MAGNETIC RESONANCE
MASS SPECTROSCOPY
MICROANALYSIS
NUCLEAR MAGNETIC RESONANCE
NUMERICAL DATA
ORGANIC COMPOUNDS
OSMIUM COMPLEXES
RESONANCE
SCATTERING
SPECTRA
SPECTROSCOPY
SYNTHESIS
TRANSITION ELEMENT COMPLEXES
X-RAY DIFFRACTION