Computational investigation of cyclopropylcarbene complex-alkyne couplings

ORGN 399

Dennis L. Johnson, Department of Chemistry & Biochemistry, New Mexico State University, MSC 3C, Las Cruces, NM 88003 and James W. Herndon, jherndon@nmsu.edu, Department of Chemistry and Biochemistry, New Mexico State University, MSC 3C, Las Cruces, NM 88003.

The reaction mechanism for the formation of cyclopentadienones through the coupling of carbene complexes and alkynes has been investigated computationally at the B3LYP 6-31G* level.  Interesting mechanistic features have been realized and marked differences relative to a related process, the Dötz reaction, have been noted.  The relative energetics of several hypothetical reaction pathways will be discussed.