Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
lithium indenide (in DMSO) | DMSO | N Param.: 23.66 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
(1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO) | DMSO | N Param.: 18.10 sN Param.: 0.46 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
(1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO) | DMSO | N Param.: 15.60 sN Param.: 0.51 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
(1H-inden-1-yl)trimethylstannane (in CH2Cl2) | dichloromethane | N Param.: 6.68 sN Param.: 0.81 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
(1H-inden-1-yl)trimethylsilane (in CH2Cl2) | dichloromethane | N Param.: -0.10 sN Param.: 1.05 | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | |
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 8.92 sN Param.: 0.70 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
2-phenylethylamine (in water) | water | N Param.: 13.40 sN Param.: 0.57 | ChemPlusChem 2015, 80, 1673-1679 10.1002/cplu.201500246 | |
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 10.97 sN Param.: 0.63 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-benzyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 7.15 sN Param.: 0.77 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 4,4,5,5-tetramethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 8.56 sN Param.: 0.76 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 7.46 sN Param.: 0.76 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 6.30 sN Param.: 0.78 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 6.63 sN Param.: 0.75 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 7.72 sN Param.: 0.75 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 2-ethyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN) | MeCN | N Param.: 7.68 sN Param.: 0.78 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
lithium 5,5-dimethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborinan-2-uide (in MeCN) | MeCN | N Param.: 11.29 sN Param.: 0.76 | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] | |
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO) | DMSO | N Param.: 19.58 sN Param.: 0.73 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
1-(ethoxycarbonyl)-2-oxocyclopentan-1-ide (in DMSO) | DMSO | N Param.: 18.63 sN Param.: 0.82 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
1-(ethoxycarbonyl)-2-oxocyclohexan-1-ide (in DMSO) | DMSO | N Param.: 18.32 sN Param.: 0.84 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide | DMSO | N Param.: 19.53 sN Param.: 0.83 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO) | DMSO | N Param.: 20.02 sN Param.: 0.76 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO) | DMSO | N Param.: 20.60 sN Param.: 0.63 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO) | DMSO | N Param.: 14.46 sN Param.: 0.91 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO) | DMSO | N Param.: 17.00 sN Param.: 0.74 | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 | |
[H-B(C6F5)3]- [NEt4]+ | MeCN | N Param.: 10.04 sN Param.: 0.73 | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 | |
[H-B(2,4,6-F3C6H2)3]- [NEt4]+ | MeCN | N Param.: 14.13 sN Param.: 0.61 | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 | |
[H-B(2,6-F2C6H3)3]- [NEt4]+ | MeCN | N Param.: 13.97 sN Param.: 0.66 | Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298 | |
phenylacetylene | dichloromethane | N Param.: -0.04 sN Param.: 0.77 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
2-(trimethylsilyl)propene | dichloromethane | N Param.: -1.46 sN Param.: 1.05 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-(pentamethyldisilyl)propene | dichloromethane | N Param.: -0.26 sN Param.: 0.95 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-(tris(trimethylsilyl)silyl)propene | dichloromethane | N Param.: -0.31 sN Param.: 0.99 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
alpha-(trimethylsilyl)styrene | dichloromethane | N Param.: -1.13 sN Param.: 1.46 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
alpha-(pentamethyldisilyl)styrene | dichloromethane | N Param.: 0.61 sN Param.: 1.01 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
beta-(trimethylsilyl)styrene | dichloromethane | N Param.: -0.43 sN Param.: 1.06 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
2-phenyl-allyltrimethylsilane | dichloromethane | N Param.: 5.38 sN Param.: 0.89 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
1-(p-tolyl)-1-(trimethylsilyl)ethene | dichloromethane | N Param.: -0.65 sN Param.: 1.59 | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 | |
N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide | dichloromethane | N Param.: 5.16 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide | dichloromethane | N Param.: 4.40 sN Param.: 0.86 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide | dichloromethane | N Param.: 3.85 sN Param.: 0.84 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
1-(phenylethynyl)pyrrolidin-2-one | dichloromethane | N Param.: 3.12 sN Param.: 0.85 | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | |
4-(2-(fluorodiphenylmethyl)pyrrolidin-1-yl)pyridine | dichloromethane | N Param.: 14.57 sN Param.: 0.75 | Eur. J. Org. Chem. 2014, , 1202-1211 10.1002/ejoc.201301730 | |
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Param.: 14.48 sN Param.: 0.86 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
5-(4-(dimethylamino)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide | MeCN | N Param.: 7.15 sN Param.: 0.81 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Param.: 15.13 sN Param.: 0.75 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide | MeCN | N Param.: 6.21 sN Param.: 0.68 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide | MeCN | N Param.: 5.51 sN Param.: 0.70 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
5-benzyl-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Param.: 15.02 sN Param.: 0.75 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
5-(4-cyanobenzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Param.: 13.79 sN Param.: 0.86 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO) | DMSO | N Param.: 12.02 sN Param.: 1.17 | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 | |
1,4-dimethylcyclohexa-1,4-diene (in CH2Cl2) | dichloromethane | N Param.: 1.88 sN Param.: 0.96 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
1,3,5-trimethylcyclohexa-1,4-diene (in CH2Cl2) | dichloromethane | N Param.: 4.95 sN Param.: 0.79 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
1,2,4,5-tetramethylcyclohexa-1,4-diene (in CH2Cl2) | dichloromethane | N Param.: 4.27 sN Param.: 0.86 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
bis(4-methoxyphenyl)methane (in CH2Cl2) | dichloromethane | N Param.: -2.11 sN Param.: 0.98 | J. Am. Chem. Soc. 2014, 136, 13863-13873 10.1021/ja507598y | |
(E)-1-styrylpyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 12.26 sN Param.: 0.93 | J. Am. Chem. Soc. 2014, 136, 14263-14269 10.1021/ja508065e | |
(E)-1-styryl-2-tritylpyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 10.19 sN Param.: 1.06 | J. Am. Chem. Soc. 2014, 136, 14263-14269 10.1021/ja508065e | |
(E)-1-styryl-2-(triphenylsilyl)pyrrolidine (in CH2Cl2) | dichloromethane | N Param.: 11.77 sN Param.: 0.98 | J. Am. Chem. Soc. 2014, 136, 14263-14269 10.1021/ja508065e | |
phenylsilane | dichloromethane | N Param.: 0.06 sN Param.: 0.71 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
triphenylsilane | dichloromethane | N Param.: 2.65 sN Param.: 0.72 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl(phenyl)silane | dichloromethane | N Param.: 3.55 sN Param.: 0.75 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tributylsilane | dichloromethane | N Param.: 3.99 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
1-(N-piperidino)cyclohexene (in MeCN) | MeCN | N Param.: 14.02 sN Param.: 0.76 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
5-(trimethylsiloxy)-2,3-dihydrofuran (in MeCN) | MeCN | N Param.: 12.34 sN Param.: 0.72 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN) | MeCN | N Param.: 10.52 sN Param.: 0.78 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN) | MeCN | N Param.: 9.11 sN Param.: 0.88 | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x | |
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 | |
diphenylsilane | dichloromethane | N Param.: 1.52 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tripropylsilane | dichloromethane | N Param.: 3.67 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
triisopropylsilane | dichloromethane | N Param.: 2.93 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
trihexylsilane | dichloromethane | N Param.: 3.89 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dihexylsilane | dichloromethane | N Param.: 2.27 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
hexylsilane | dichloromethane | N Param.: 0.19 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
(chloromethyl)dimethylsilane | dichloromethane | N Param.: 0.80 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
benzyldimethylsilane | dichloromethane | N Param.: 2.78 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
chlorodimethylsilane | dichloromethane | N Param.: 0.79 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dichloro(methyl)silane | dichloromethane | N Param.: -3.20 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
1,1,1,3,3-pentamethyldisiloxane | dichloromethane | N Param.: 3.12 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane | dichloromethane | N Param.: 3.61 sN Param.: 0.79 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl(neopentyl)silane | dichloromethane | N Param.: 3.55 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
((dimethylsilyl)methyl)trimethylsilane | dichloromethane | N Param.: 4.86 sN Param.: 0.64 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl((trimethylgermyl)methyl)silane | dichloromethane | N Param.: 5.36 sN Param.: 0.62 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dimethyl((trimethylstannyl)methyl)silane | dichloromethane | N Param.: 6.53 sN Param.: 0.58 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
((methylsilanediyl)bis(methylene))bis(trimethylsilane) | dichloromethane | N Param.: 4.91 sN Param.: 0.64 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tris((trimethylsilyl)methyl)silane | dichloromethane | N Param.: 3.59 sN Param.: 0.67 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tris((butyldimethylsilyl)methyl)silane | dichloromethane | N Param.: 3.73 sN Param.: 0.68 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
tris((dimethyl(phenyl)silyl)methyl)silane | dichloromethane | N Param.: 3.40 sN Param.: 0.66 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
cycloheptatriene (in MeCN) | MeCN | N Param.: 0.55 sN Param.: 0.97 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
1,4-cyclohexadiene (in MeCN) | MeCN | N Param.: 0.35 sN Param.: 0.98 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
1,3-dioxolane | dichloromethane | N Param.: -2.86 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-propyl-1,3-dioxolane | dichloromethane | N Param.: -1.06 sN Param.: 0.81 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
2-phenyldioxolane | dichloromethane | N Param.: -0.90 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
N-benzyl-1,4-dihydronicotineamide (in MeCN) | MeCN | N Param.: 9.80 sN Param.: 0.70 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
N-benzyl-1,4-dihydronicotineamide (in 50W50AN) | water-MeCN mix | N Param.: 9.79 sN Param.: 0.70 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
N-benzyl-1,4-dihydronicotineamide (in 67W33AN) | water-MeCN mix | N Param.: 10.19 sN Param.: 0.70 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |