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HN OH
NH 2
NH 2
NH 2
H 2 O
Cl
+
+
OH
174
Cl
173
175
176
H
H
H
NH 2
N
N
H 2 SO 4
N
H 2 O
OH
177
179
174
178
SCHEME 10.27.
solutions. 63 Similar studies for substituted aryl hydroxylamines have been conducted
by trapping with azide and have revealed lifetimes varying from picoseconds to
microseconds. 64 As a result, numerous aryl nitrenium ions have been detected and
characterized as discrete intermediates by laser flash photolysis (LFP). 65
N N
Cl
O
O
NO
182
O
H
5 mol%
Me
Me
Ar
DBU, THF
-5°C
H
180
181
183
182
O
Ar
N
N
O
R
R
Ar
N
N
O
O
O
O
182
Ar
N
Me
Me
p -Tol
184
185
186
SCHEME 10.28.
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