Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 |
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 15.33 sN Param.: 0.79 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)![]() ![]() |
DMSO | N Param.: 14.40 sN Param.: 0.64 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 15.92 sN Param.: 0.72 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 14.40 sN Param.: 0.66 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
(Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)![]() ![]() |
THF | N Param.: 16.73 sN Param.: 0.63 | ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 |
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 6.98 sN Param.: 0.85 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 19.31 sN Param.: 0.46 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
N-methylenepyrrolidin-1-amine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 7.84 sN Param.: 0.89 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
N-methylenepyrrolidin-1-amine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 17.90 sN Param.: 0.48 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 |
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 |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 5.53 sN Param.: 1.00 | ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 6.24 sN Param.: 1.00 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 6.77 sN Param.: 0.88 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.24 sN Param.: 0.83 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 6.98 sN Param.: 0.93 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.51 sN Param.: 0.87 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 8.02 sN Param.: 0.89 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium bis(5-methylthiophen-2-yl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.67 sN Param.: 0.87 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 8.13 sN Param.: 0.85 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate![]() ![]() |
MeCN | N Param.: 11.23 sN Param.: 0.77 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate![]() ![]() |
MeCN | N Param.: 10.13 sN Param.: 0.91 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate![]() ![]() |
MeCN | N Param.: 11.85 sN Param.: 0.72 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate![]() ![]() |
MeCN | N Param.: 6.50 sN Param.: 0.77 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
potassium indenide (in DMSO)![]() ![]() |
DMSO | N Param.: 24.16 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
sodium indenide (in DMSO)![]() ![]() |
DMSO | N Param.: 23.74 sN Param.: 0.71 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
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 |
[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 |
bis(phenylsulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 15.68 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |