Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 |
fluorobis(phenylsulfonyl)methanide (in DMSO)  |
DMSO | N Param.: 17.46 sN Param.: 0.73 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
methoxybis(phenylsulfonyl)methanide (in DMSO)  |
DMSO | N Param.: 17.29 sN Param.: 0.70 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)  |
DMSO | N Param.: 16.06 sN Param.: 0.69 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)  |
DMSO | N Param.: 19.03 sN Param.: 0.58 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)  |
DMSO | N Param.: 17.36 sN Param.: 0.71 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)  |
DMSO | N Param.: 18.81 sN Param.: 0.59 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)  |
DMSO | N Param.: 20.51 sN Param.: 0.64 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)  |
DMSO | N Param.: 19.15 sN Param.: 0.59 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)  |
DMSO | N Param.: 20.63 sN Param.: 0.76 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)  |
DMSO | N Param.: 18.19 sN Param.: 0.74 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)  |
DMSO | N Param.: 20.08 sN Param.: 0.74 |
|
Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 |
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 |
(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 |