Abstract
Iodination of protected bis(hydroxymethyl)benzene, deprotection of the resulting diiodo
aromatics, and subsequent transformation of the hydroxymethyl groups to benzyl halides
provides an easy and reliable way to the pure title compounds.
Key words
halogenation - Appel reaction - substituted aromatic alkyl halides - arenes
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Selected crystal data: 1 (T = 120 K): triclinic, P-1, a = 4.3575 (4), b = 7.2917 (4), c = 8.9994 (5) Å, α = 70.8917 (13), β = 83.3779 (12), γ = 84.9725 (12)°, V = 268.01 (3) Å3, Z = 2, D
x
= 2.645 gcm-3, 5890 independent reflections, 1567 reflections observed, R = 0.0357, R
w = 0.0406. 2 (T = 120 K): triclinic, P-1, a = 4.3865 (4), b = 7.4454 (4), c = 9.0972 (5) Å, α = 71.7302 (13), β = 83.6831 (12), γ = 84.8666 (12)°, V = 279.94 (3) Å3, Z = 1, D
x
= 3.059 gcm-3, 5457 independent reflections, 1454 reflections observed, R = 0.0313, R
w = 0.0345.
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Selected bond length for 1: I1-C2: 2.096 (3) Å; Cl1-C4: 1.804 (4) Å.