Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
potassium allyltrifluoroborate (in MeCN)![]() ![]() |
MeCN | N Param.: 5.29 sN Param.: 0.87 | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 | |
1-((4-chlorobenzylidene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 29.02 sN Param.: 0.49 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
2-(benzylideneamino)-1-ethoxy-1-oxopropan-2-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 30.82 sN Param.: 0.41 | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] | |
p-cyanophenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 19.58 sN Param.: 0.59 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-(trifluoromethyl)phenolate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.69 sN Param.: 0.53 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
p-(trifluoromethyl)phenolate (in DMF)![]() ![]() |
DMF | N Param.: 22.05 sN Param.: 0.53 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
m-(trifluoromethyl)phenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 22.62 sN Param.: 0.51 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
o,o'-di-tert-butylphenolate (in DMSO)![]() ![]() |
DMSO | N Param.: 21.02 sN Param.: 0.59 | J. Org. Chem. 2019, 84, 8837-8858 10.1021/acs.joc.9b01485 | |
dimethylsulfide (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 12.32 sN Param.: 0.72 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
dibutylsulfide (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 11.86 sN Param.: 0.74 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
tetrahydrothiopyran (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 11.94 sN Param.: 0.75 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
cycloheptatriene![]() ![]() |
dichloromethane | N Param.: 0.52 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
1,2-dimethylindole![]() ![]() |
dichloromethane | N Param.: 6.54 sN Param.: 1.10 | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 | |
1-(1-cyclohexenyl)-4-methylpiperazine![]() ![]() |
dichloromethane | N Param.: 12.51 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
(Z)-1-(N-morpholino)propene![]() ![]() |
dichloromethane | N Param.: 12.26 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
(E)-1-(N-morpholino)propene![]() ![]() |
dichloromethane | N Param.: 12.06 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
1-methyl-4-(N-morpholino)tetrahydropyridine![]() ![]() |
dichloromethane | N Param.: 12.03 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
ethyl (E)-3-(dimethylamino)acrylate![]() ![]() |
dichloromethane | N Param.: 9.43 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
ethyl (E)-3-(N-morpholino)acrylate![]() ![]() |
dichloromethane | N Param.: 8.52 sN Param.: 0.80 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
xanthene![]() ![]() |
dichloromethane | N Param.: 0.64 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
4-methyl-2,5-heptadiene![]() ![]() |
dichloromethane | N Param.: -0.73 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
3-methyl-1,4-pentadiene![]() ![]() |
dichloromethane | N Param.: -3.08 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
1,4-pentadiene![]() ![]() |
dichloromethane | N Param.: -2.99 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
p-cymene![]() ![]() |
dichloromethane | N Param.: -2.80 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
allylbenzene![]() ![]() |
dichloromethane | N Param.: -4.12 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
pyrrole![]() ![]() |
dichloromethane | N Param.: 4.63 sN Param.: 1.00 | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 | |
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclobutane![]() ![]() |
dichloromethane | N Param.: 1.65 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloheptane![]() ![]() |
dichloromethane | N Param.: 2.24 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclooctane![]() ![]() |
dichloromethane | N Param.: 3.16 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclononane![]() ![]() |
dichloromethane | N Param.: 2.57 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclodecane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecycloundecane![]() ![]() |
dichloromethane | N Param.: 2.33 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclododecane![]() ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
methylenecyclopentadecane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 0.90 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(bis(trimethylsiloxy)amino)styrene![]() ![]() |
dichloromethane | N Param.: 4.80 sN Param.: 0.86 | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 | |
propene![]() ![]() |
dichloromethane | N Param.: -2.41 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyl-tert.butyl-dimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.80 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriethylsilane![]() ![]() |
dichloromethane | N Param.: 1.93 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltriisopropylsilane![]() ![]() |
dichloromethane | N Param.: 2.04 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltri-n-butylsilane![]() ![]() |
dichloromethane | N Param.: 2.09 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
allyltrihexylsilane![]() ![]() |
dichloromethane | N Param.: 2.11 sN Param.: 0.95 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(Z)-but-2-enyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(E)-but-2-enyltrimethylsilane![]() ![]() |
dichloromethane | N Param.: 1.94 sN Param.: 1.10 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(2,3-dimethylbut-2-enyl)triethylsilane![]() ![]() |
dichloromethane | N Param.: 3.15 sN Param.: 1.15 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2-methyl-but-1-ene![]() ![]() |
dichloromethane | N Param.: 1.00 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,4-dimethyl-penta-1,4-diene![]() ![]() |
dichloromethane | N Param.: 0.54 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,5-dimethyl-hexa-1,5-diene![]() ![]() |
dichloromethane | N Param.: 1.14 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,6-dimethyl-hepta-1,6-diene![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
2,7-dimethylocta-1,7-diene![]() ![]() |
dichloromethane | N Param.: 1.58 sN Param.: 1.00 | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |



















































