. Author manuscript; available in PMC: 2016 Jun 3.

Published in final edited form as: Tetrahedron Lett. 2015 Jun 3;56(23):3511–3514. doi: 10.1016/j.tetlet.2015.01.022

Table 2.

Distortion analysis of 3-fluorobenzynes bearing a C6 inductively-withdrawing substituent.

Entry	Aryne	Geometry-optimized structure^a	Site of attack (angle difference)
1			C1 (3°)
2			C1 (8°)
3			C1 (10°)
4			C1 (10°)

Geometry optimizations were performed using DFT methods (B3LYP/6-31G*; B3LYP/LACVP was used for 3-fluoro-6-iodobenzyne (entry 4)).