Table 2.

Predicted heterocyclic aryne regioselectivities.

entry	site of attacka (angle difference)	hetaryne	entry	site of attacka (angle difference)	hetaryne
1	C4 (1°) / B3LYP C4 (3°) / MP2		2	C3 (42°) / B3LYP C3 (23°) / MP2
	C2 (47°) / B3LYP C2 (34°) / MP2			C4 (44°) / B3LYP C4 (31°) / MP2
3	C5 (51°) / B3LYP C5 (9°) / MP2		4	C3 (45°) / B3LYP C3 (25°) / MP2
5	C2 (49°) / B3LYP C2 (43°) / MP2		6	C5 (45°) / B3LYP C5 (36°) / MP2
	C4 (3°) / B3LYP C4 (3°) / MP2			C6 (13°) / B3LYP C6 (2°) / MP2
7	C6 (53°) / B3LYP C6 (49°) / MP2		8	N/A (0°) / B3LYP C4 (2°) / MP2
	C5 (48°) / B3LYP C5 (47°) / MP2			C6 (41°) / B3LYP C6 (25°) / MP2

^aPredicted site of attack based on the aryne distortion model.