Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one ![]() |
MeCN | N Param.: 7.92 sN Param.: 1.07 |
Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
|
(2S,5S)-5-benzyl-2-(tert-butyl)-3-methyl-1-((E)-styryl)imidazolidin-4-one ![]() |
MeCN | N Param.: 5.80 sN Param.: 0.87 |
Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
|
triphenylphosphine (in THF) ![]() |
THF | N Param.: 13.59 sN Param.: 0.66 |
Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
|
4-(dimethylamino)pyridine (in THF) ![]() |
THF | N Param.: 15.90 sN Param.: 0.66 |
Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
|
DBU (in THF) ![]() |
THF | N Param.: 16.12 sN Param.: 0.67 |
Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 |
|
MeO-Breslow 1a ![]() |
THF | N Param.: 14.77 sN Param.: 0.80 |
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
|
MeO-Breslow 1b ![]() |
THF | N Param.: 10.45 sN Param.: 0.81 |
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
|
MeO-Breslow 1c ![]() |
THF | N Param.: 16.61 sN Param.: 0.68 |
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
|
MeO-Breslow 1e ![]() |
THF | N Param.: 15.65 sN Param.: 0.52 |
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
|
Dexoxy Breslow intermediate 6 ![]() |
THF | N Param.: 15.58 sN Param.: 0.57 |
Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
|
Desoxy Breslow intermediate 2a ![]() |
THF | N Param.: 17.12 sN Param.: 0.80 |
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
|
Desoxy Breslow intermediate 2a ![]() |
DMSO | N Param.: 17.41 sN Param.: 0.74 |
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
|
Desoxy Breslow intermediate 2a' ![]() |
THF | N Param.: 14.45 sN Param.: 0.71 |
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
|
Desoxy Breslow intermediate 2b ![]() |
THF | N Param.: 13.91 sN Param.: 0.64 |
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
|
Desoxy Breslow intermediate 2b' ![]() |
THF | N Param.: 11.42 sN Param.: 0.70 |
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
|
Desoxy Breslow intermediate 2c' ![]() |
THF | N Param.: 12.75 sN Param.: 0.71 |
Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
|
1-(perfluorophenyl)-1-(trimethylsiloxy)ethene ![]() |
dichloromethane | N Param.: 1.47 sN Param.: 0.89 |
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
|
3,3,3-trifluoro-2-(trimethylsiloxy)propene ![]() |
dichloromethane | N Param.: -2.94 sN Param.: 1.11 |
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
|
(3,3,4,4,5,5,6,6,7,7,7-undecafluoro)-2-(trimethylsiloxy)hept-1-ene ![]() |
dichloromethane | N Param.: -3.52 sN Param.: 1.17 |
Org. Lett. 2012, 14, 3990-3993 10.1021/ol301766w |
|
2-(triphenylsiloxy)propene ![]() |
dichloromethane | N Param.: 4.46 sN Param.: 0.90 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
3-methyl-2-(trimethylsiloxy)but-1-ene ![]() |
dichloromethane | N Param.: 5.41 sN Param.: 0.90 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
2-(tert.butyldimethylsiloxy)propene ![]() |
dichloromethane | N Param.: 5.58 sN Param.: 0.90 |
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
|
n-butyl vinyl ether ![]() |
dichloromethane | N Param.: 3.76 sN Param.: 0.91 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
acetonitrile (in MeCN) ![]() |
MeCN | N Param.: 2.23 sN Param.: 0.84 |
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
|
4-(morpholino)pyridine (in MeCN) ![]() |
MeCN | N Param.: 14.80 sN Param.: 0.63 |
J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 |
|
3-bromo-4-(dimethylamino)pyridine (in MeCN) ![]() |
MeCN | N Param.: 12.96 sN Param.: 0.67 |
J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 |
|
4-amino-3,5-dibromo-pyridine (in MeCN) ![]() |
MeCN | N Param.: 11.11 sN Param.: 0.75 |
J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 |
|
4-acetamido-pyridine (in MeCN) ![]() |
MeCN | N Param.: 13.24 sN Param.: 0.67 |
J. Phys. Chem. A 2012, 116, 8494-8499 10.1021/jp3049247 |
|
hydrazine (in water) ![]() |
water | N Param.: 13.46 sN Param.: 0.57 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
methylhydrazine (in water) ![]() |
water | N Param.: 17.23 sN Param.: 0.45 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
methylhydrazine (in MeCN) ![]() |
MeCN | N Param.: 17.73 sN Param.: 0.58 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
1,2-dimethylhydrazine (in MeCN) ![]() |
MeCN | N Param.: 16.15 sN Param.: 0.68 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
formohydrazide (in MeCN) ![]() |
MeCN | N Param.: 10.35 sN Param.: 0.76 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
N',N'-dimethylformohydrazide (in MeCN) ![]() |
MeCN | N Param.: 15.69 sN Param.: 0.51 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
tert-butyl hydrazinecarboxylate (in MeCN) ![]() |
MeCN | N Param.: 11.40 sN Param.: 0.70 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
benzohydrazide (in MeCN) ![]() |
MeCN | N Param.: 12.49 sN Param.: 0.66 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
hydroxylamine (in MeCN) ![]() |
MeCN | N Param.: 12.80 sN Param.: 0.63 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
N-methylhydroxylamine (in MeCN) ![]() |
MeCN | N Param.: 14.10 sN Param.: 0.76 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
ammonia (in MeCN) ![]() |
MeCN | N Param.: 11.39 sN Param.: 0.69 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
methylamine (in MeCN) ![]() |
MeCN | N Param.: 15.19 sN Param.: 0.68 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
dimethylamine (in MeCN) ![]() |
MeCN | N Param.: 17.96 sN Param.: 0.63 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
trimethylamine (in MeCN) ![]() |
MeCN | N Param.: 23.05 sN Param.: 0.45 |
J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
|
trimethylsilane ![]() |
dichloromethane | N Param.: 3.15 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
ethyldimethylsilane ![]() |
dichloromethane | N Param.: 3.30 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
diethyl(methyl)silane ![]() |
dichloromethane | N Param.: 3.40 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
dimethyl(p-tolyl)silane ![]() |
dichloromethane | N Param.: 3.83 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
(4-methoxyphenyl)dimethylsilane ![]() |
dichloromethane | N Param.: 4.23 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
(4-chlorophenyl)dimethylsilane ![]() |
dichloromethane | N Param.: 3.05 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
methyldiphenylsilane ![]() |
dichloromethane | N Param.: 2.72 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
|
methyl(phenyl)silane ![]() |
dichloromethane | N Param.: 2.13 sN Param.: 0.73 |
Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |

