Table 1. Speciation of Complexes 1–5 Obtained by Treatment of 1 by n equiv of M(hmds) (M = Li, Na, K) under Various Conditions.
entry | M (n) | t (h) | T (°C) | solventa | light | 1 | 2C6D5 | 3′ | 3″ | 4C6D5,D | 5– |
---|---|---|---|---|---|---|---|---|---|---|---|
1 | Li (2) | 72 | 20 | C6D6 | no | 97 | 0 | 0 | 0 | 0 | 2 |
2 | Na (2) | 72 | 20 | C6D6 | no | 0 | 0 | 40 | 7 | 5 | 4 |
3 | K (2) | 72 | 20 | C6D6 | no | 5 | 0 | 10 | 20 | 4 | 7 |
4 | Li (2) | 72 | 20 | C6D6 | yes | 5 | 0 | 0 | 0 | 40b | 0 |
5 | Na (2) | 72 | 20 | C6D6 | yes | 0 | 0 | 0 | 0 | 48b | 2 |
6 | K (2) | 72 | 20 | C6D6 | yes | 5 | 0 | 0 | 0 | 45b | 5 |
7 | Li (10) | 22 | 20 | C6D6/THF | no | 97 | 0 | 0 | 0 | 0 | 2 |
8 | Na (10) | 22 | 20 | C6D6/THF | no | 0 | 7 | 16 | 8 | 5 | 3 |
9 | K (10) | 22 | 20 | C6D6/THF | no | 0 | 0 | 8 | 4 | 3 | 10 |
10 | Li (10) | 22 | 80 | C6D6/THF | no | 0c | 0c | 0c | 0c | 0c | 18c |
0d | 0d | 0d | 0d | 38b,d | 15b,d | ||||||
11 | Na (10) | 22 | 80 | C6D6/THF | no | 0 | 0 | 12 | 13 | 0 | 0 |
12 | K (10) | 22 | 80 | C6D6/THF | no | 0 | 0 | 7 | 5 | 0 | 2 |
Neat C6D6 or a 9:1 mixture of C6D6/THF were used.
Mixture of cis:trans-4C6D5,D in a ca. 4:3 ratio.
Spectra recorded after cooling down the samples at room temperature during 1 h.
Spectra recorded after 10 additional hours at room temperature.