C-Nucleophiles
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| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
1-(ethoxycarbonyl)-2-oxocycloheptan-1-ide  |
DMSO | N Param.: 19.53 sN Param.: 0.83 |  | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclooctan-1-ide (in DMSO) |
DMSO | N Param.: 20.02 sN Param.: 0.76 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
1-(ethoxycarbonyl)-2-oxocyclododecan-1-ide (in DMSO) |
DMSO | N Param.: 20.60 sN Param.: 0.63 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
3-methyl-2,4-dioxotetrahydro-2H-pyran-3-ide (in DMSO) |
DMSO | N Param.: 14.46 sN Param.: 0.91 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
3-acetyl-2-oxotetrahydro-2H-pyran-3-ide (in DMSO) |
DMSO | N Param.: 17.00 sN Param.: 0.74 | | Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
anion of diethyl 2-(isopropyl)malonate (in DMSO) |
DMSO | N Param.: 18.74 sN Param.: 0.71 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-butylmalonate (in DMSO) |
DMSO | N Param.: 23.00 sN Param.: 0.55 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-cyclohexylmalonate (in DMSO) |
DMSO | N Param.: 19.23 sN Param.: 0.67 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-phenylmalonate (in DMSO) |
DMSO | N Param.: 15.93 sN Param.: 0.99 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(4-nitrophenyl)malonate (in DMSO) |
DMSO | N Param.: 14.94 sN Param.: 0.96 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of triethyl methanetricarboxylate (in DMSO) |
DMSO | N Param.: 15.33 sN Param.: 0.72 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(acetyl)malonate (in DMSO) |
DMSO | N Param.: 13.83 sN Param.: 0.84 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(benzoyl)malonate (in DMSO) |
DMSO | N Param.: 13.63 sN Param.: 0.80 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of 5-phenyl Meldrum's acid (in DMSO) |
DMSO | N Param.: 11.54 sN Param.: 0.95 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of 5-(p-anisyl) Meldrum's acid (in DMSO) |
DMSO | N Param.: 12.35 sN Param.: 0.90 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
anion of diethyl 2-(p-anisyl)malonate (in DMSO) |
DMSO | N Param.: 16.73 sN Param.: 0.91 | | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
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 |
3-diazoindolin-2-one |
dichloromethane | N Param.: 3.16 sN Param.: 1.03 | | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazoindan-1-one |
dichloromethane | N Param.: 5.61 sN Param.: 0.65 | | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazocyclohexanone |
dichloromethane | N Param.: 3.44 sN Param.: 0.83 | | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazo-1-tetralone |
dichloromethane | N Param.: 3.51 sN Param.: 0.86 | | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazoindandione |
dichloromethane | N Param.: 0.16 sN Param.: 0.86 | | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazo-1-benzosuberone |
dichloromethane | N Param.: 2.72 sN Param.: 0.96 | | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
2-diazobenzothiophen-3(2H)-one |
dichloromethane | N Param.: 0.40 sN Param.: 0.93 | | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 |
1,3,5-trimethyl-2-methylene-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 21.16 sN Param.: 0.59 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 19.91 sN Param.: 0.62 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1,3-dimethyl-2-methylene-1,2-dihydropyridine (in MeCN) |
MeCN | N Param.: 19.69 sN Param.: 0.61 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1,6-dimethyl-2-methylene-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 20.76 sN Param.: 0.60 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1-methyl-2-methylene-3-phenyl-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 19.41 sN Param.: 0.61 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
1-(4-(tert-butyl)phenyl)-2-methylene-4,6-diphenyl-1,2-dihydropyridine (in DMSO) |
DMSO | N Param.: 19.36 sN Param.: 0.68 | | Eur. J. Org. Chem. 2024, 27, e202400373 10.1002/ejoc.202400373 |
(allyl)dicarbonyl(cyclopentadienyl)iron(II) |
dichloromethane | N Param.: 6.78 sN Param.: 0.95 | | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 |
(2-methylallyl)dicarbonyl(cyclopentadienyl)iron(II) |
dichloromethane | N Param.: 8.45 sN Param.: 0.83 | | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 |
toluene |
dichloromethane | N Param.: -4.36 sN Param.: 1.77 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
m-xylene |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(E)-propenylbenzene |
dichloromethane | N Param.: -0.49 sN Param.: 1.18 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-methylthiophene |
dichloromethane | N Param.: 1.35 sN Param.: 0.99 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
styrene |
dichloromethane | N Param.: 0.78 sN Param.: 0.95 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1,3-dimethoxybenzene |
dichloromethane | N Param.: 2.48 sN Param.: 1.09 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltrimethylsilane |
dichloromethane | N Param.: 1.68 sN Param.: 1.00 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
allyltriphenylstannane |
dichloromethane | N Param.: 3.09 sN Param.: 0.90 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)trimethylsilane |
dichloromethane | N Param.: 4.41 sN Param.: 0.96 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltributylstannane |
dichloromethane | N Param.: 5.46 sN Param.: 0.89 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)tributylstannane |
dichloromethane | N Param.: 7.48 sN Param.: 0.89 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
Danishefskys diene |
dichloromethane | N Param.: 8.57 sN Param.: 0.84 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran |
dichloromethane | N Param.: 10.61 sN Param.: 0.86 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
5-(trimethylsiloxy)-2,3-dihydrofuran |
dichloromethane | N Param.: 12.56 sN Param.: 0.70 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
methylenecyclopentane |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylfuran |
dichloromethane | N Param.: 3.61 sN Param.: 1.11 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
N-methylpyrrole |
dichloromethane | N Param.: 5.85 sN Param.: 1.03 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclohexene |
dichloromethane | N Param.: 5.21 sN Param.: 1.00 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(trimethylsiloxy)propene |
dichloromethane | N Param.: 5.41 sN Param.: 0.91 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenyl-1-(trimethylsiloxy)ethene |
dichloromethane | N Param.: 6.22 sN Param.: 0.96 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclopentene |
dichloromethane | N Param.: 6.57 sN Param.: 0.93 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-phenoxy-1-(trimethylsiloxy)ethene |
dichloromethane | N Param.: 8.23 sN Param.: 0.81 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-morpholino)cyclohexene |
dichloromethane | N Param.: 11.40 sN Param.: 0.83 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(N-piperidino)cyclohexene |
dichloromethane | N Param.: 13.36 sN Param.: 0.81 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(Z)-but-2-ene |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyltriphenylsilane |
dichloromethane | N Param.: -0.13 sN Param.: 1.21 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
3-methylanisole |
dichloromethane | N Param.: 0.13 sN Param.: 1.27 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(triisopropylsiloxy)ethene |
dichloromethane | N Param.: 3.44 sN Param.: 0.94 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)triphenylsilane |
dichloromethane | N Param.: 4.17 sN Param.: 0.79 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-(triisopropylsiloxy)propene |
dichloromethane | N Param.: 5.38 sN Param.: 0.85 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
methylenecyclohexane |
dichloromethane | N Param.: 1.16 sN Param.: 1.04 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2-chloropropene |
dichloromethane | N Param.: -3.65 sN Param.: 1.97 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-hexene |
dichloromethane | N Param.: -2.77 sN Param.: 1.41 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-methylcyclohexene |
dichloromethane | N Param.: 0.08 sN Param.: 1.15 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-but-2-ene |
dichloromethane | N Param.: 0.65 sN Param.: 1.17 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methylpropene (isobutylene) |
dichloromethane | N Param.: 1.11 sN Param.: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methyl-4-vinyl-benzene |
dichloromethane | N Param.: 1.70 sN Param.: 1.06 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-buta-1,3-diene (isoprene) |
dichloromethane | N Param.: 1.10 sN Param.: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allylchlorodimethylsilane |
dichloromethane | N Param.: -0.57 sN Param.: 1.06 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
trimethyl(prenyl)silane |
dichloromethane | N Param.: 0.90 sN Param.: 1.17 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(2-methylallyl)triphenylgermane |
dichloromethane | N Param.: 4.67 sN Param.: 0.81 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2,3,3-trimethyl-but-1-ene |
dichloromethane | N Param.: 0.06 sN Param.: 1.07 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,3-dimethyl-but-1-ene |
dichloromethane | N Param.: 0.65 sN Param.: 1.00 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
2,4,4-trimethyl-pent-1-ene |
dichloromethane | N Param.: 0.79 sN Param.: 1.07 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
furan |
dichloromethane | N Param.: 1.33 sN Param.: 1.29 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-ethinylcyclohexenyl-Co2(CO)6 |
dichloromethane | N Param.: -0.44 sN Param.: 1.06 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
4-(trimethylsilyl)but-1-en-3-ynyl-Co2(CO)6 |
dichloromethane | N Param.: -1.11 sN Param.: 0.92 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
cyclohepta-1,3,5-trienyl-Fe(CO)3 |
dichloromethane | N Param.: 3.42 sN Param.: 0.94 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
3,3-dimethyl-2-(trimethylsiloxy)buten |
dichloromethane | N Param.: 3.78 sN Param.: 0.79 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene |
dichloromethane | N Param.: 9.00 sN Param.: 0.98 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
2-methyl-1-(trimethylsiloxy)propen |
dichloromethane | N Param.: 3.94 sN Param.: 1.00 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
norbornene |
dichloromethane | N Param.: -0.25 sN Param.: 1.09 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-methylcyclopentene |
dichloromethane | N Param.: 1.18 sN Param.: 1.17 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
anion of Meldrum's acid (in water) |
water | N Param.: 12.06 sN Param.: 0.66 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of dimedone (in water) |
water | N Param.: 11.77 sN Param.: 0.63 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of acetylacetone (in water) |
water | N Param.: 13.73 sN Param.: 0.64 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of ethyl acetylacetate (in water) |
water | N Param.: 15.99 sN Param.: 0.62 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of malononitrile (in water) |
water | N Param.: 19.50 sN Param.: 0.55 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of ethyl cyanoacetate (in water) |
water | N Param.: 15.57 sN Param.: 0.58 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl malonate (in water) |
water | N Param.: 16.15 sN Param.: 0.66 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl methylmalonate (in DMSO) |
DMSO | N Param.: 21.13 sN Param.: 0.68 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of diethyl methylmalonate (in water) |
water | N Param.: 17.68 sN Param.: 0.50 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of 3-methyl acetylacetone (in DMSO) |
DMSO | N Param.: 18.38 sN Param.: 0.72 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
anion of 3-methyl acetylacetone (in water) |
water | N Param.: 14.33 sN Param.: 0.69 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |