C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
1-(trimethylsiloxy)-3,4-dihydronaphthalene (in MeCN)   |
MeCN | N Param.: 5.06 sN Param.: 0.91 |
 |
Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
1-(trimethylsiloxy)buta-1,3-diene  |
dichloromethane | N Param.: 4.60 sN Param.: 0.90 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cycloheptene  |
dichloromethane | N Param.: 6.62 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cyclohexene  |
dichloromethane | N Param.: 5.21 sN Param.: 1.00 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclooctene  |
dichloromethane | N Param.: 6.77 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
1-(trimethylsiloxy)cyclopentene  |
dichloromethane | N Param.: 6.57 sN Param.: 0.93 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-(trimethylsiloxy)cyclopentene (in MeCN)  |
MeCN | N Param.: 6.43 sN Param.: 0.89 |
|
Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
1-(triphenylsiloxy)cyclopentene  |
dichloromethane | N Param.: 5.76 sN Param.: 1.02 |
|
Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
1-(tris(pentafluorophenyl)siloxy)-cyclopentene  |
dichloromethane | N Param.: 1.38 sN Param.: 0.93 |
|
Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
1-(tris(trimethylsilyl)siloxy)cyclohexene  |
dichloromethane | N Param.: 5.07 sN Param.: 0.91 |
|
Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene  |
dichloromethane | N Param.: 10.32 sN Param.: 0.79 |
|
Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
1-butoxy-1-(trimethylsiloxy)ethene  |
dichloromethane | N Param.: 10.21 sN Param.: 0.82 |
|
Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
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 |
1-ethoxy-2-methyl-1,3-dioxobutan-2-ide (in DMSO)  |
DMSO | N Param.: 19.58 sN Param.: 0.73 |
|
Eur. J. Org. Chem. 2015, , 7594-7601 10.1002/ejoc.201501107 |
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 |
1-hexene  |
dichloromethane | N Param.: -2.77 sN Param.: 1.41 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
1-mesityl-3-methyl-5-methylene-2,4,6-triphenyl-2,5-dihydropyridin-1-ium-2-ide (in THF)  |
THF | N Param.: 26.16 sN Param.: 0.52 |
|
Angew. Chem. Int. Ed. 2024, , e202318283 10.1002/anie.202318283 |
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 |
1-methoxy-2-methyl-1-(trimethylsiloxy)propene (in MeCN)  |
MeCN | N Param.: 9.11 sN Param.: 0.88 |
|
J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
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-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 |
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 |
1-methylcyclohexene  |
dichloromethane | N Param.: 0.08 sN Param.: 1.15 |
|
J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
1-methylcyclopentene  |
dichloromethane | N Param.: 1.18 sN Param.: 1.17 |
|
J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
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-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-pyrrolidino-3,4-dihydronaphthalene (in MeCN)  |
MeCN | N Param.: 14.09 sN Param.: 0.66 |
|
Synthesis 2019, 51, 1157-1170 10.1055/s-0037-1611634 |
1H-indole-5-carboxylic acid  |
MeCN | N Param.: 3.97 sN Param.: 1.10 |
|
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2,2-dimethyl-5-(4-nitrobenzyl)-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)  |
DMSO | N Param.: 12.02 sN Param.: 1.17 |
|
Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
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-dihydrofuran  |
dichloromethane | N Param.: 4.37 sN Param.: 0.90 |
|
Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
2,3-dihydrofuran (in MeCN)  |
MeCN | N Param.: 5.02 sN Param.: 0.63 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
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 |
2,3-dimethyl-buta-1,3-diene  |
dichloromethane | N Param.: 1.17 sN Param.: 1.00 |
|
Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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 |
2,4,6-trimethylstyrene  |
dichloromethane | N Param.: 0.68 sN Param.: 1.09 |
|
Macromolecules 2005, 38, 33-40 10.1021/ma048389o |
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 |
2,4-dimethylpyrrole  |
MeCN | N Param.: 10.67 sN Param.: 0.91 |
|
Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 |
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 |
2,5-dimethylindole  |
MeCN | N Param.: 7.22 sN Param.: 1.10 |
|
J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2,5-dimethylpyrrole  |
MeCN | N Param.: 8.01 sN Param.: 0.96 |
|
Eur. J. Org. Chem. 2008, , 2369-2374 10.1002/ejoc.200800092 |
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 |
2,6-dimethylphenyl isocyanide  |
dichloromethane | N Param.: 4.59 sN Param.: 0.87 |
|
Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
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 |
2-((2,2,5,5-tetramethyl-1-(prop-1-en-1-yl)-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)  |
MeCN | N Param.: 9.25 sN Param.: 0.84 |
|
Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in CH2Cl2)  |
dichloromethane | N Param.: 7.06 sN Param.: 1.11 |
|
Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2-((2,2,5,5-tetramethyl-1-styryl-2,5-dihydro-1H-imidazol-4-yl)thio)acetonitrile (in MeCN)  |
MeCN | N Param.: 7.74 sN Param.: 0.87 |
|
Chem. Commun. 2023, 59, 8091-8084 10.1039/d3cc01912h |
2-((TBDMSO-methyl)-3,4-bis(TBDMSO)-3,4-dihydro-2H-pyran  |
dichloromethane | N Param.: 1.97 sN Param.: 1.20 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
2-(1-azidovinyl)naphthalene  |
dichloromethane | N Param.: 5.39 sN Param.: 0.89 |
|
Chem. Commun. 2026, 62, 5041-5045 10.1039/d6cc00190d |
2-(1-azidovinyl)naphthalene (in Cyrene)  |
Cyrene (TM) | N Param.: 6.00 sN Param.: 0.90 |
|
Chem. Commun. 2026, 62, 5041-5045 10.1039/d6cc00190d |