C-Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methyl-3,4-dihydro-2H-pyran  |
dichloromethane | N Param.: 4.98 sN Param.: 0.65 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran  |
dichloromethane | N Param.: 1.75 sN Param.: 1.37 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-6-methylenetetrahydro-2H-pyran  |
dichloromethane | N Param.: 6.19 sN Param.: 0.79 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
8-(benzyloxy)-2,2-di-tert-butyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3,2]dioxasiline  |
dichloromethane | N Param.: 1.85 sN Param.: 1.28 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methylenetetrahydro-2H-pyran  |
dichloromethane | N Param.: 4.01 sN Param.: 0.91 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-5-methylenetetrahydrofuran  |
dichloromethane | N Param.: 5.50 sN Param.: 0.76 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
4-((benzyloxy)methyl)-2,2-dimethyl-6-methylenetetrahydrofuro[3,4-d][1,3]dioxole  |
dichloromethane | N Param.: 5.35 sN Param.: 0.88 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
8-(benzyloxy)-2-phenyl-4,4a,8,8a-tetrahydropyrano[3,2-d][1,3]dioxine  |
dichloromethane | N Param.: 1.94 sN Param.: 1.24 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
3,4-bis(benzyloxy)-2-methyl-3,4-dihydro-2H-pyran  |
dichloromethane | N Param.: 2.04 sN Param.: 1.20 |
|
Angew. Chem. Int. Ed. 2026, 65, e24329 10.1002/anie.202524329 |
anion of nitroethane (in DMF)  |
DMF | N Param.: 22.21 sN Param.: 0.48 |
|
Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
chloro(phenylsulfonyl)methanide (in DMF)  |
DMF | N Param.: 26.64 sN Param.: 0.64 |
 |
Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
anion of Meldrums acid (in DMSO)  |
DMSO | N Param.: 13.91 sN Param.: 0.86 |
|
Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of dimedone (in DMSO)  |
DMSO | N Param.: 16.27 sN Param.: 0.77 |
|
Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of acetylacetone (in DMSO)  |
DMSO | N Param.: 17.64 sN Param.: 0.73 |
|
Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl acetylacetate (in DMSO)  |
DMSO | N Param.: 18.82 sN Param.: 0.69 |
|
Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of malononitrile (in DMSO)  |
DMSO | N Param.: 19.36 sN Param.: 0.67 |
|
Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of ethyl cyanoacetate (in DMSO)  |
DMSO | N Param.: 19.62 sN Param.: 0.67 |
|
Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of diethyl malonate (in DMSO)  |
DMSO | N Param.: 20.22 sN Param.: 0.65 |
|
Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] |
anion of nitroethane (in DMSO)  |
DMSO | N Param.: 21.54 sN Param.: 0.62 |
|
J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
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 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 nitromethane (in DMSO)  |
DMSO | N Param.: 20.71 sN Param.: 0.60 |
|
J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of 2-nitropropane (in DMSO)  |
DMSO | N Param.: 20.61 sN Param.: 0.69 |
|
J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in DMSO)  |
DMSO | N Param.: 18.29 sN Param.: 0.71 |
|
J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in DMSO)  |
DMSO | N Param.: 18.31 sN Param.: 0.76 |
|
J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-nitrophenyl)nitromethane (in DMSO)  |
DMSO | N Param.: 16.29 sN Param.: 0.75 |
|
J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (3-nitrophenyl)nitromethane (in DMSO)  |
DMSO | N Param.: 18.06 sN Param.: 0.71 |
|
J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of (4-cyanophenyl)nitromethane (in DMSO)  |
DMSO | N Param.: 16.96 sN Param.: 0.73 |
|
J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of 4-nitrobenzyl trifluoromethyl sulfone (in DMSO)  |
DMSO | N Param.: 14.49 sN Param.: 0.86 |
|
J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO)  |
DMSO | N Param.: 16.28 sN Param.: 0.75 |
|
J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in DMSO)  |
DMSO | N Param.: 17.33 sN Param.: 0.74 |
|
J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
anion of benzyl trifluoromethyl sulfone (in DMSO)  |
DMSO | N Param.: 18.67 sN Param.: 0.68 |
|
J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
anion of 4-methylbenzyl trifluoromethyl sulfone (in DMSO)  |
DMSO | N Param.: 19.35 sN Param.: 0.67 |
|
J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
bis(4-nitrophenyl)methanide (in DMSO)  |
DMSO | N Param.: 19.92 sN Param.: 0.67 |
|
ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] |
anion of (4-NO2-C6H4)CH2SO2Ph (in DMSO)  |
DMSO | N Param.: 18.50 sN Param.: 0.75 |
|
Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
anion of (4-CN-C6H4)CH2SO2Ph (in DMSO)  |
DMSO | N Param.: 22.60 sN Param.: 0.57 |
|
Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
anion of (4-CF3-C6H4)CH2SO2Ph (in DMSO)  |
DMSO | N Param.: 24.30 sN Param.: 0.51 |
|
Org. Biomol. Chem. 2008, 6, 3052-3058 10.1039/b805604h |
anion of 4-(trifluoromethyl)benzyl-CN (in DMSO)  |
DMSO | N Param.: 27.28 sN Param.: 0.50 |
|
J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 4-cyanobenzyl-CN (in DMSO)  |
DMSO | N Param.: 25.11 sN Param.: 0.54 |
|
J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 4-nitrobenzyl-CN (in DMSO)  |
DMSO | N Param.: 19.67 sN Param.: 0.68 |
|
J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 2-phenyl-propionitrile (in DMSO)  |
DMSO | N Param.: 28.95 sN Param.: 0.58 |
|
J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 2-(4-CN-C6H4)propionitrile (in DMSO)  |
DMSO | N Param.: 25.35 sN Param.: 0.56 |
|
J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
anion of 2-(4-NO2-C6H4)propionitrile (in DMSO)  |
DMSO | N Param.: 19.61 sN Param.: 0.60 |
|
J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
Ph3P=CH-CO2Et (in DMSO)  |
DMSO | N Param.: 12.21 sN Param.: 0.62 |
|
J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(EtO)2P(O)CH(-)CO2Et (in DMSO)  |
DMSO | N Param.: 19.23 sN Param.: 0.65 |
|
J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
(EtO)2P(O)CH(-)CN (in DMSO)  |
DMSO | N Param.: 18.57 sN Param.: 0.66 |
|
J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph2P(O)CH(-)CO2Et (in DMSO)  |
DMSO | N Param.: 19.20 sN Param.: 0.69 |
|
J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Ph2P(O)CH(-)CN (in DMSO)  |
DMSO | N Param.: 18.69 sN Param.: 0.72 |
|
J. Am. Chem. Soc. 2009, 131, 704-714 10.1021/ja8056216 |
Me2S=CH-CO2Et (in DMSO)  |
DMSO | N Param.: 15.85 sN Param.: 0.61 |
|
Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |