Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
(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 | |
chloro(phenylsulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 28.27 sN Param.: 0.42 | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 | |
bromo(phenylsulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 23.90 sN Param.: 0.62 | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 | |
chloro((4-cyanophenyl)sulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 25.59 sN Param.: 0.51 | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 | |
chloro((4-nitrophenyl)sulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 24.88 sN Param.: 0.49 | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 | |
chloro((4-chlorophenyl)sulfonyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 26.90 sN Param.: 0.45 | J. Org. Chem. 2017, 82, 2011-2017 10.1021/acs.joc.6b02844 | |
anion of ethyl 2-cyano-2-phenylacetate (in DMSO)![]() ![]() |
DMSO | N Param.: 15.85 sN Param.: 1.04 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
anion of 2-phenylmalononitrile (in DMSO)![]() ![]() |
DMSO | N Param.: 15.58 sN Param.: 1.00 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
anion of 2-phenyl-2-(phenylsulfonyl)acetonitrile (in DMSO)![]() ![]() |
DMSO | N Param.: 15.97 sN Param.: 0.72 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
anion of (phenylmethylenedisulfonyl)dibenzene (in DMSO)![]() ![]() |
DMSO | N Param.: 15.07 sN Param.: 0.79 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
anion of 1,2,3-triphenylpropane-1,3-dione (in DMSO)![]() ![]() |
DMSO | N Param.: 14.99 sN Param.: 0.83 | Eur. J. Org. Chem. 2017, , 1196-1202 10.1002/ejoc.201601513 | |
ditert-butyl-phenylphosphane![]() ![]() |
dichloromethane | N Param.: 12.40 sN Param.: 0.55 | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | |
tris(2,6-dimethoxyphenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 15.19 sN Param.: 0.88 | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | |
tris(2,4-dimethylphenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 14.88 sN Param.: 0.41 | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | |
tris(2,6-dimethoxyphenyl)phosphane (in MeCN)![]() ![]() |
MeCN | N Param.: 18.11 sN Param.: 0.62 | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | |
tris(2-methoxyphenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 14.26 sN Param.: 0.73 | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | |
tris(2-methylphenyl)phosphane![]() ![]() |
dichloromethane | N Param.: 8.56 sN Param.: 0.70 | Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080 | |
t-butylperoxy anion (in H2O)![]() ![]() |
water | N Param.: 14.29 sN Param.: 0.51 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
cumene peroxy anion (in H2O)![]() ![]() |
water | N Param.: 13.92 sN Param.: 0.61 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
phthalimidoperoxyhexanoate (in H2O)![]() ![]() |
water | N Param.: 16.02 sN Param.: 0.54 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
2-phenylperoxyacetate (in H2O)![]() ![]() |
water | N Param.: 15.63 sN Param.: 0.56 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
3,5-dichloroperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 17.93 sN Param.: 0.50 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
magnesium 2-carboperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 18.43 sN Param.: 0.46 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
3-chloroperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 18.19 sN Param.: 0.47 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
4-fluoroperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 17.99 sN Param.: 0.47 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
4-nitroperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 17.43 sN Param.: 0.50 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
4-methoxyperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 17.84 sN Param.: 0.46 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
3-chloro-4-methoxyperoxybenzoate (in H2O)![]() ![]() |
water | N Param.: 18.56 sN Param.: 0.48 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
peroxybenzoate (in H2O)![]() ![]() |
water | N Param.: 18.57 sN Param.: 0.43 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
barbiturate anion (in DMSO)![]() ![]() |
DMSO | N Param.: 15.59 sN Param.: 0.80 | J. Org. Chem. 2017, 82, 8476-8488 10.1021/acs.joc.7b01223 | |
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 |



















































