α,n-Didehydrotoluenes by photoactivation of (chlorobenzyl)trimethylsilanes: an alternative to enyne-allenes cyclization.
Doubly radical: A novel entry to α,n-didehydrotoluene (DHT) diradicals is disclosed and proceeds through the photochemical activation of (chlorobenzyl)trimethylsilanes with chloride loss and elimination of the SiMe(3)             (+)  group. The products formed in solution are indicative of the intermediacy of the three isomers of the α,n-DHT.
PhotoGreen Lab, Department of Chemistry, University of Pavia, V Le Taramelli 12, 27100 Pavia, Italy.
Stefano
S
Protti
Davide
D
Ravelli
Barbara
B
Mannucci
Angelo
A
Albini
Maurizio
M
Fagnoni
D000466:Alkadienes / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry; D003500:Cyclization; D055668:Photochemical Processes; D010777:Photochemistry / Q000379:methods; D012821:Silanes / Q000737:chemistry*; D014050:Toluene / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
D000466:Alkadienes; D000480:Alkynes; D012821:Silanes; D014050:Toluene; C025947:propadiene