C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
N-(1-(naphthalen-2-yl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 6.28 sN Param.: 0.95 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-(4-methoxyphenyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 7.06 sN Param.: 0.85 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-(4-chlorophenyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.60 sN Param.: 1.00 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N,N-Dimethylbarbituric acid iodonium ylide (in CHCl2)![]() ![]() |
dichloromethane | N Param.: 7.98 sN Param.: 0.71 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 |
morpholinoisobutylene![]() ![]() |
dichloromethane | N Param.: 10.04 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
methylenecycloundecane![]() ![]() |
dichloromethane | N Param.: 2.33 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclopentane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
methylenecyclopentadecane![]() ![]() |
dichloromethane | N Param.: 1.69 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclooctane![]() ![]() |
dichloromethane | N Param.: 3.16 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclononane![]() ![]() |
dichloromethane | N Param.: 2.57 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclohexane![]() ![]() |
dichloromethane | N Param.: 1.16 sN Param.: 1.04 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b |
methylenecycloheptane![]() ![]() |
dichloromethane | N Param.: 2.24 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclododecane![]() ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclodecane![]() ![]() |
dichloromethane | N Param.: 2.82 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecyclobutane![]() ![]() |
dichloromethane | N Param.: 1.65 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methyl diazoacetate![]() ![]() |
dichloromethane | N Param.: 4.68 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
methyl (cyclohexen-1-yl)prolinate (in MeCN)![]() ![]() |
MeCN | N Param.: 14.96 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2010, 49, 9526-9529 10.1002/anie.201004344 |
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 |
MeSO2-CH-CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 18.00 sN Param.: 0.66 | ![]() ![]() ![]() | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
MeSO-CH-CO2Et (in DMSO)![]() ![]() |
DMSO | N Param.: 20.61 sN Param.: 0.64 | ![]() ![]() ![]() | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
MeO-Breslow 1e![]() ![]() |
THF | N Param.: 15.65 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1c![]() ![]() |
THF | N Param.: 16.61 sN Param.: 0.68 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1b![]() ![]() |
THF | N Param.: 10.45 sN Param.: 0.81 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
MeO-Breslow 1a![]() ![]() |
THF | N Param.: 14.77 sN Param.: 0.80 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
Meldrum's acid iodonium ylide (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.36 sN Param.: 1.06 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 |
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 |
Me2S=CH-CN (in DMSO)![]() ![]() |
DMSO | N Param.: 16.23 sN Param.: 0.60 | ![]() ![]() ![]() | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
Me2S=CH(p-NO2-C6H4) (in DMSO)![]() ![]() |
DMSO | N Param.: 18.42 sN Param.: 0.65 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
Me2S=CH(4-CN-C6H4) (in DMSO)![]() ![]() |
DMSO | N Param.: 21.07 sN Param.: 0.68 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
Me2S(O)=CH2 (in DMSO)![]() ![]() |
DMSO | N Param.: 21.29 sN Param.: 0.47 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
m-xylene![]() ![]() |
dichloromethane | N Param.: -3.57 sN Param.: 2.08 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
lithium indenide (in DMSO)![]() ![]() |
DMSO | N Param.: 23.66 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
lithium bis(5-methylthiophen-2-yl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.67 sN Param.: 0.87 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium 5,5-dimethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborinan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 11.29 sN Param.: 0.76 | ![]() ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 11.00 sN Param.: 0.57 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2022, 144, 16118-16130 10.1021/jacs.2c06493 |
lithium 4,4,5,5-tetramethyl-2-phenyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 10.97 sN Param.: 0.63 | ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 4,4,5,5-tetramethyl-2-(1-phenylethyl)-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 8.56 sN Param.: 0.76 | ![]() ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 2-isopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 6.63 sN Param.: 0.75 | ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 2-ethyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 7.68 sN Param.: 0.78 | ![]() ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 2-cyclopropyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 7.72 sN Param.: 0.75 | ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 2-benzyl-4,4,5,5-tetramethyl-2-phenyl-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 8.92 sN Param.: 0.70 | ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 2-benzyl-4,4,5,5-tetramethyl-2-(4-(trifluoromethyl)phenyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 7.15 sN Param.: 0.77 | ![]() ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
lithium 2-benzyl-2-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 6.30 sN Param.: 0.78 | ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
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 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-(3,5-bis(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-2-(1-phenylethyl)-1,3,2-dioxaborolan-2-uide (in MeCN)![]() ![]() |
MeCN | N Param.: 7.46 sN Param.: 0.76 | ![]() ![]() | Org. Lett. 2015, 17, 2614-2617 10.1021/acs.orglett.[...] |
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 |
lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 7.24 sN Param.: 0.83 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 6.98 sN Param.: 0.93 | ![]() ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |