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J. Am. Chem. SOC.1985, 107, 5285-5286 5285 Stabilization of the Phenyl Cation by
 

Summary: J. Am. Chem. SOC.1985, 107, 5285-5286 5285
Stabilization of the Phenyl Cation by
Hyperconjugationt
Scheme II"
'.Pro
9
0
12
14
I j , i , h , h s l
-&OM.
42 % _ -
13
15
a 16, RuLi, THFIHMPA 4:1, -78 -23 "C, 1 2 h. 5% Pd/C, 1
atin H2.EtOH, 2 h. HCO,H, MCPBA, THF/H,O 3:1, 35 h ;
Me,S, 30 inin. Me,SO,, NaHCO,, 23 "C, 10 h. HCO,H,
THF/H,O 1 : I , 65 "C, 2.5 h. 17, LiN(SiMe,),, THF/HMPA,
4:1,-7b - 2 3 " C , 1 2 h : M e O H , 2 h . g T s O H , P h C H , , 3 A Mol.
Sieves, retlus, 0.5 ti.

  

Source: Apeloig, Yitzhak - Department of Chemistry, Technion, Israel Institute of Technology

 

Collections: Chemistry