Table 3. Conversion and Reaction Time for the Deuterium Exchange Reaction of Alkyne 2 and 4.

entrya	alkyne	ligandb	seed (mM)c	conv (%)d	time
1	2	N/Ae	0	0	24 h
2	2	B	0	58	24 h
3	2	C	0	32	24 h
4	2	B	22	100	5 h
5	2	C	22	100	5 h
6	4	N/A	0	0	24 h
7	4	B	0	100	<1 min
8	4	C	0	100	3 h
9	4	C	30	100	2.5 h

^aStandard reaction conditions were applied in D₂O in the absence of azides to prevent CuAAC.

^bDifferent rates of deuterium exchange were observed when ligand B or C was applied.

^cSeeding the system with 3 (for 2) or 6 (for 4) increased the rate of D-exchange in all cases.

^dReactions monitored and conversion determined by ¹H NMR spectroscopy.

^eControl reaction in the absence of copper.