95952-63-9Relevant academic research and scientific papers
Chemical and Physical Properties of 9-Xanthylidene: A Ground-State Singlet Aromatic Carbene
Lapin, Stephen C.,Schuster, Gary B.
, p. 4243 - 4248 (2007/10/02)
Irradiation of 9-diazoxanthene (DAX) leads to loss of N2 and formation of 9-xanthylidene (XA).This carbene was detected at low temperature in a frozen glass and by laser transient absorption spectroscopy.It reacts rapidly with alcohols to form ethers and with styrenes to give cyclopropanes stereospecifically.At room temperature, XA does not react significantly with hydrocarbons, but at elevated temperature, an insertion reaction characteristic of a singlet carbene is observed.Rate constants for these and other reactions are reperted.The data show that XA is a ground-state singlet carbene with a triplet state at least 4 kcal/mol above the singlet.This finding is incorporated into a general explanation of aromatic carbene reactivity.
Keten. Part 17. Addition Reactions of Ketens with N-Phenyl Nitrones
Hafiz, Mushtag,Taylor, Giles A.
, p. 1700 - 1705 (2007/10/02)
The N-phenyl nitrones (1a), (4b), and (15) react with ketens in two totally different ways.Triphenylnitrone (4b) forms oxidolones (6) whereas (1a) and (15) form oxazolidinones (2) and (17).The differences appear to be caused by steric interactions in (1a) and (15) which distort the nitrone function and prevent the N-phenyl group adopting the conformation necessary for the oxindole-forming pathway.
