C-Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 nitromethane (in water)![]() ![]() |
water | N Param.: 12.06 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of p-tolylnitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.58 sN Param.: 0.64 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
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 p-tolylnitromethane (in water)![]() ![]() |
water | N Param.: 13.09 sN Param.: 0.50 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of phenylnitromethane (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 12.51 sN Param.: 0.67 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2006, , 2530-2537 10.1002/ejoc.200500769 |
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 phenylnitromethane (in H2O)![]() ![]() |
water | N Param.: 12.05 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
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 |
anisole![]() ![]() |
dichloromethane | N Param.: -1.18 sN Param.: 1.20 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
azulene![]() ![]() |
MeCN | N Param.: 6.66 sN Param.: 1.02 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 1202-1206 10.1002/ejoc.200801099 |
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 |
benzyl (1-phenylvinyl)carbamate![]() ![]() |
MeCN | N Param.: 6.21 sN Param.: 0.87 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
benzyl isocyanide![]() ![]() |
dichloromethane | N Param.: 4.90 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2007, 46, 3563-3566 10.1002/anie.200605205 |
beta-(trimethylsilyl)styrene![]() ![]() |
dichloromethane | N Param.: -0.43 sN Param.: 1.06 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
bis(4-nitrophenyl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 19.92 sN Param.: 0.67 | ![]() ![]() ![]() | ARKIVOC 2008, (x), 37-53 10.3998/ark.5550190.[...] |
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 |
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 |
buta-1,3-diene![]() ![]() |
dichloromethane | N Param.: -0.87 sN Param.: 1.00 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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 |
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(phenylsulfonyl)methanide (in DMF)![]() ![]() |
DMF | N Param.: 26.64 sN Param.: 0.64 | ![]() | Chem. Eur. J. 2008, 14, 6108-6118 10.1002/chem.200800329 |
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 |
Cp2Ti(CH2Ph)2 - Dibenzyltitanocene![]() ![]() |
dichloromethane | N Param.: 4.38 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 |
Cp2Zr(CH2Ph)2 - Dibenzylzirconocene![]() ![]() |
dichloromethane | N Param.: 5.10 sN Param.: 1.03 | ![]() ![]() ![]() | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 |
Cp2Zr(Me)2 - Dimethylzirconocene![]() ![]() |
dichloromethane | N Param.: 4.35 sN Param.: 1.09 | ![]() ![]() ![]() | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 |
cyanide (in MeCN)![]() ![]() |
MeCN | N Param.: 16.27 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2005, 44, 142-145 10.1002/anie.200461640 |
cyano((diphenylmethylene)amino)methanide![]() ![]() |
DMSO | N Param.: 29.50 sN Param.: 0.50 | ![]() | Tetrahedron 2019, 75, 459-463 10.1016/j.tet.2018.1[...] |
cyano(pyridin-1-ium-1-yl)methanide (in DMSO)![]() ![]() |
DMSO | N Param.: 25.94 sN Param.: 0.42 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
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 |
cyclohepta-1,3-diene![]() ![]() |
dichloromethane | N Param.: 0.06 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclohexa-1,3-diene![]() ![]() |
dichloromethane | N Param.: 0.67 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cycloocta-1,3-diene![]() ![]() |
dichloromethane | N Param.: -0.50 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclopentadiene![]() ![]() |
dichloromethane | N Param.: 2.30 sN Param.: 1.06 | ![]() ![]() ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
cyclopentene![]() ![]() |
dichloromethane | N Param.: -1.55 sN Param.: 1.10 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
Danishefskys diene![]() ![]() |
dichloromethane | N Param.: 8.57 sN Param.: 0.84 | ![]() ![]() ![]() ![]() ![]() | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
Desoxy Breslow intermediate 2a![]() ![]() |
THF | N Param.: 17.12 sN Param.: 0.80 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2a![]() ![]() |
DMSO | N Param.: 17.41 sN Param.: 0.74 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2a'![]() ![]() |
THF | N Param.: 14.45 sN Param.: 0.71 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2b![]() ![]() |
THF | N Param.: 13.91 sN Param.: 0.64 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2b'![]() ![]() |
THF | N Param.: 11.42 sN Param.: 0.70 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Desoxy Breslow intermediate 2c'![]() ![]() |
THF | N Param.: 12.75 sN Param.: 0.71 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 |
Dexoxy Breslow intermediate 6![]() ![]() |
THF | N Param.: 15.58 sN Param.: 0.57 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
diazoacetone![]() ![]() |
dichloromethane | N Param.: 3.96 sN Param.: 0.91 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
diazocyclopentadiene (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 4.84 sN Param.: 1.06 | ![]() ![]() ![]() | Synthesis 2023, 55, 354-358 10.1055/s-0041-1737327 |
diazomethane![]() ![]() |
dichloromethane | N Param.: 10.48 sN Param.: 0.78 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
diethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -0.35 sN Param.: 0.93 | ![]() ![]() | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 |
Dimedone iodonium ylide (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 6.18 sN Param.: 0.81 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 |
Dimethyl 1,1'-isopropylidenezirconocene![]() ![]() |
dichloromethane | N Param.: 5.20 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2016, 22, 11196-11200 10.1002/chem.201602452 |