19807-41-1Relevant articles and documents
A carbene-carbene complex equilibrium
Moss, Robert A.,Wang, Lei,Odorisio, Christina M.,Krogh-Jespersen, Karsten
, p. 10677 - 10679 (2010)
Phenylchlorocarbene, generated by laser flash photolysis of phenylchlorodiazirine, formed highly stable φ-type complexes with 1,3,5-trimethoxybenzene in pentane. The carbene and carbene complexes were in equilibrium. We measured the equilibrium constant (
The thermodynamics of the formation of pyridinium ylides from carbienes
LaVilla, Joseph A.,Goodman, Joshua L.
, p. 6287 - 6290 (1990)
The enthalphies of reaction for complexion of methyl- and phenylchlorocarbene with substituted pyridines are determined by photoacoustic calorimetry. The enthalpies are similar for the two carbenes and can be related to the pKa's of the pyridin
Singlet Halophenylcarbenes as Strong Hydrogen-Bond Acceptors
Richter, Geneviève,Mendez-Vega, Enrique,Sander, Wolfram
, p. 3524 - 3532 (2016/07/06)
Chlorophenylcarbene and fluorophenylcarbene were generated in water-doped argon matrices at cryogenic temperatures by photolysis of the corresponding matrix-isolated diazirines. When diffusion of H2O in solid argon was induced by annealing of the matrices at temperatures above 20 K, hydrogen-bonded complexes between the carbenes and water were formed. UV photolysis of these complexes resulted in the formation of benzaldehyde and hydrogen halides HX. The same products were obtained after photolysis of the diazirines in amorphous water ice. Obviously, the primary insertion product of the carbenes into H-OH is unstable under these conditions, and benzaldehyde is formed via secondary photolysis. The stable primary photochemical insertion product of chlorophenylcarbene into an O-H bond was observed in the reaction of the carbene with methanol.
Direct observation of carbene and diazo formation from aryldiazirines by ultrafast infrared spectroscopy
Zhang, Yunlong,Burdzinski, Gotard,Kubicki, Jacek,Platz, Matthew S.
supporting information; experimental part, p. 16134 - 16135 (2009/05/09)
Ultrafast laser flash photolysis (λex = 270 nm) of phenyldiazirine produces transient infrared absorptions at 2040 and 1582 cm-1. The first band is assigned to phenyldiazomethane, and the second is assigned to singlet phenylcarbene. This assignment is consistent with DFT calculations. Diazo band integration reveals that photoisomerization from diazirine to diazo occurs within a few picoseconds of the laser pulse. The majority of carbene produced is also formed instantaneously. Copyright