Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
1,3-dimethylbarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 17.46 sN Param.: 0.72 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
2-thiobarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.24 sN Param.: 0.82 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
1,3-diethyl-thiobarbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 14.90 sN Param.: 0.80 | ![]() ![]() ![]() | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 |
4,4,5,5-tetramethyl-2-prop-2-enyl-1,3,2-dioxaborolane (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: -0.64 sN Param.: 1.10 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 |
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 |
lithium 2-allyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 8.71 sN Param.: 0.80 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 |
lithium 2-allyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 11.20 sN Param.: 0.64 | ![]() | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 |
lithium (E)-2-(3,5-bis(trifluoromethyl)phenyl)-2-(but-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 9.49 sN Param.: 0.82 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2017, 139, 15324-15327 10.1021/jacs.7b10240 |
pyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.60 sN Param.: 0.60 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2-methylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 10.52 sN Param.: 0.78 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2-methylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.98 sN Param.: 0.66 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,6-dimethylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 9.87 sN Param.: 0.68 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,6-dimethylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 9.11 sN Param.: 0.69 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,6-trimethylpyridine (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 9.34 sN Param.: 0.71 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
2,4,6-trimethylpyridine (in MeCN)![]() ![]() |
MeCN | N Param.: 9.39 sN Param.: 0.60 | ![]() ![]() ![]() | Synthesis 2017, 49, 3495-3504 10.1055/s-0036-1590504 |
(E)-1-styrylpyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.87 sN Param.: 0.76 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-1-(2-(4-methoxyphenyl)-1-phenylvinyl)pyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 11.99 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-1-(1,2-diphenylvinyl)pyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 11.66 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-4-(2-phenyl-2-(pyrrolidin-1-yl)vinyl)benzonitrile (in MeCN)![]() ![]() |
MeCN | N Param.: 10.63 sN Param.: 0.84 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-1-(2-(4-nitrophenyl)-1-phenylvinyl)pyrrolidine (in MeCN)![]() ![]() |
MeCN | N Param.: 10.42 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-1-(1,2-diphenylvinyl)piperidine (in MeCN)![]() ![]() |
MeCN | N Param.: 9.94 sN Param.: 0.86 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-4-(1,2-diphenylvinyl)morpholine (in MeCN)![]() ![]() |
MeCN | N Param.: 8.78 sN Param.: 0.83 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-beta-(N-piperidino)styrene (in MeCN)![]() ![]() |
MeCN | N Param.: 13.84 sN Param.: 0.73 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
(E)-4-styrylmorpholine![]() ![]() |
MeCN | N Param.: 11.66 sN Param.: 0.83 | ![]() ![]() ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
alpha-(N-piperidino)styrene (in MeCN)![]() ![]() |
MeCN | N Param.: 11.60 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
alpha-(N-morpholino)styrene (in MeCN)![]() ![]() |
MeCN | N Param.: 10.30 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2018, 24, 5901-5910 10.1002/chem.201705962 |
hypochlorite (in water)![]() ![]() |
water | N Param.: 14.50 sN Param.: 0.58 | ![]() ![]() ![]() | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
hypobromite (in water)![]() ![]() |
water | N Param.: 16.69 sN Param.: 0.46 | ![]() ![]() ![]() | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
bromite (in water)![]() ![]() |
water | N Param.: 12.75 sN Param.: 0.59 | ![]() ![]() ![]() | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
peroxomonosulfate (in water)![]() ![]() |
water | N Param.: 14.41 sN Param.: 0.60 | ![]() ![]() ![]() | Org. Lett. 2018, 20, 2816-2820 10.1021/acs.orglett.[...] |
(p-nitrophenyl)diazomethane![]() ![]() |
dichloromethane | N Param.: 7.17 sN Param.: 0.83 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 |
(p-cyanophenyl)diazomethane![]() ![]() |
dichloromethane | N Param.: 7.66 sN Param.: 0.80 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 |
(p-bromophenyl)diazomethane![]() ![]() |
dichloromethane | N Param.: 8.87 sN Param.: 0.82 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2018, 140, 16758-16772 10.1021/jacs.8b09995 |
beta-piperidinium-peroxypropionate![]() ![]() |
water | N Param.: 13.94 sN Param.: 0.62 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
peroxy-beta-alanate![]() ![]() |
water | N Param.: 14.07 sN Param.: 0.56 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
peroxy-GABA![]() ![]() |
water | N Param.: 14.33 sN Param.: 0.57 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2018, , 6010-6017 10.1002/ejoc.201801158 |
1-ethoxy-3-(4-nitrophenyl)-1,3-dioxopropan-2-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 16.26 sN Param.: 0.83 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 |
methanol (in MeCN)![]() ![]() |
MeCN | N Param.: 6.86 sN Param.: 0.73 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
ethanol (in MeCN)![]() ![]() |
MeCN | N Param.: 7.13 sN Param.: 0.71 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
isopropanol (in MeCN)![]() ![]() |
MeCN | N Param.: 6.82 sN Param.: 0.70 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
tert-butanol (in MeCN)![]() ![]() |
MeCN | N Param.: 5.35 sN Param.: 0.72 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
water (in MeCN)![]() ![]() |
MeCN | N Param.: 5.79 sN Param.: 0.72 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
1-((diphenylmethylene)amino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 26.95 sN Param.: 0.52 | ![]() ![]() ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
2-(tert-butoxy)-1-((diphenylmethylene)amino)-2-oxoethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 27.77 sN Param.: 0.47 | ![]() ![]() ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
1-(benzylideneamino)-2-ethoxy-2-oxoethan-1-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 29.10 sN Param.: 0.50 | ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
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[...] |
cyano((diphenylmethylene)amino)methanide![]() ![]() |
DMSO | N Param.: 29.50 sN Param.: 0.50 | ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
(Z)-1,2-diphenyl-1-(trimethylsiloxy)ethene (in MeCN)![]() ![]() |
MeCN | N Param.: 3.00 sN Param.: 0.83 | ![]() ![]() ![]() | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
(Z)-1-phenyl-1-(trimethylsiloxy)propene (in MeCN)![]() ![]() |
MeCN | N Param.: 5.18 sN Param.: 0.94 | ![]() ![]() ![]() | Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |