The synthesis of dichlorodiazirine and the generation of dichlorocarbene: spectroscopy and structure of dichlorocarbene ylides

…, DH Ess, KN Houk, K Krogh-Jespersen

Index: Moss, Robert A.; Tian, Jingzhi; Sauers, Ronald R.; Ess, Daniel H.; Houk, Kendall N.; Krogh-Jespersen, Karsten Journal of the American Chemical Society, 2007 , vol. 129, # 16 p. 5167 - 5174

Full Text: HTML

Citation Number: 29

Abstract

Reaction of 2, 4-dinitrophenoxychlorodiazirine (13) with chloride ions affords dichlorodiazirine (4). Photolysis of 4 generates dichlorocarbene. In laser flash photolysis (LFP) experiments, CCl2 forms chromophoric ylides or oxides with pyridine, 2-picoline, thioanisole, and oxygen. Spectroscopic and computational studies of the ylides are reported. The UV spectrum of CCl2 in solution, however, is not observed. It appears possible that ...

Related Articles:

Biphasic sonochemistry. Convenient generation of dichlorocarbene

[Regen, Steven L.; Singh, Alok Journal of Organic Chemistry, 1982 , vol. 47, # 8 p. 1587 - 1588]

Dichlorodiazirine: A nitrogenous precursor for dichlorocarbene

[Chu, Gaosheng; Moss, Robert A.; Sauers, Ronald R. Journal of the American Chemical Society, 2005 , vol. 127, # 41 p. 14206 - 14207]

Highly functionalised carbenes and cyclopropenes from tetrahalocycylopropanes

[Al-Dulayymi, Juma'a; Baird, Mark S. Tetrahedron Letters, 1988 , vol. 29, # 47 p. 6147 - 6148]

Absolute kinetics of dichlorocarbene in solution

[Chateauneuf, John E.; Johnson, Richard P.; Kirchhoff, Mary M. Journal of the American Chemical Society, 1990 , vol. 112, # 8 p. 3217 - 3218]

Reaktion der Carbene mit Diazoalkanen, II

[Reimlinger,H. Chemische Berichte, 1964 , vol. 97, p. 339 - 348]

More Articles...