Table 1.

Scrambling of cages and deuterated cages according to Scheme 3.

Entry	Cage Pair	Additives	Scrambling[d] observed after
			3 days	7 days
1	11/11‐d156	TFA[a]	×	×
2	11/11‐d156	TFA,[a] wate,r[a]	× [b]	×
3	11/11‐d156	p‐toluidine[a]	×	×
4	11/11‐d156	p‐toluidine[a], water[a]	×	×
5	11/11‐d156	TFA[a], p‐toluidine[a]	×	×
6	12/12‐d156	TFA[a]	×	×
7	12/12‐d156	TFA[a], water[a]	(✔)	✔
8	12/12‐d156	p‐toluidine[a]	×	×
9	12/12‐d156	p‐toluidine[a], water[a]	(✔)	✔
10	12/12‐d156	TFA[a], p‐toluidine[a]	(✔)	✔
11	14/14‐d156	TFA[c]	×	×
12	14/14‐d156	TFA[c], water [c],	(✔) [b]	(✔)
13	14/14‐d156	p‐toluidine[b]	×	×
14	14/14‐d156	p‐toluidine[b], water[b]	×	×
15	14/14‐d156	TFA[b], p‐toluidine[b]	✔	✔

[a] 5 mol% related to the overall amount of substance (mol). [b] 2 mol% related to the overall amount of substance (mol). [c] 24 equivalents of water does not changed the outcome. [d] detected by MALDI‐TOF from an aliquot of the reaction mixture.