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. 2016 Dec 15;8(3):2215–2225. doi: 10.1039/c6sc04427a

Table 2. Scope of reaction of P3OT–PFB with nucleophiles.

Inline graphic
Nucleophile Conditions a Temp. Time Conversion b
C12H25–SH A 70 °C 12 h Full
graphic file with name c6sc04427a-u2.jpg A RT 24 h None
graphic file with name c6sc04427a-u3.jpg A 70 °C 12 h Full
C8H17–NH2 A 70 °C 48 h Full
C8H17–NH2 B 70 °C 12 h Full
graphic file with name c6sc04427a-u4.jpg A 70 °C 48 h None
graphic file with name c6sc04427a-u5.jpg B 70 °C 48 h None
C5H11–OH A 70 °C 48 h None
C5H11–OH B 70 °C 48 h None
C5H11–OH C 70 °C 12 h Full (disub.)
graphic file with name c6sc04427a-u6.jpg A 70 °C 12 h Full
graphic file with name c6sc04427a-u7.jpg A c 70 °C 12 h Full
graphic file with name c6sc04427a-u8.jpg A RT 48 h Full

aReaction conditions: 0.02 μM scale (relative to PFB group), 10 eq. nucleophile, 15 eq. base in a sealed pressure resistant MW vial.

bConversion as evident from MALDI-TOF and 19F NMR.

cAnhydrous conditions.