Bond-shift isomers: the co-existence of allenic and propargylic phenylnitrile imines. Issue 79 (5th August 2015)

• Record Type: Journal Article
• Authors: Nunes, Cláudio M.; Reva, Igor; Fausto, Rui; Bégué, Didier; Wentrup, Curt
• Is Part Of: Chemical communications. Volume 51:Issue 79(2015)
• Page Start: 14712
• Page End: 14715
• Publication Date: 2015-08-05
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c5cc03518j
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Two bond-shift isomers of phenylnitrile imine resulting from photochemistry of 5-phenyltetrazole. Abstract : We discovered a 1, 3-dipolar species co-existing in two different structures. Photolysis of matrix-isolated 5-phenyltetrazole generates two forms of phenylnitrile imine: propargylic and allenic. They are not resonance structures but correspond to different energy minima, representing bond-shift isomers. These distinct species were characterized spectroscopically and confirmed by calculations up to the CASSCF(14, 12) theory level.