Nucleophiles
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 | |
cumene peroxy anion (in H2O)![]() ![]() |
water | N Param.: 13.92 sN Param.: 0.61 | Angew. Chem. Int. Ed. 2017, 56, 13279-13282 10.1002/anie.201707086 | |
cyanamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 20.33 sN Param.: 0.64 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
cyanate (in MeCN)![]() ![]() |
MeCN | N Param.: 13.60 sN Param.: 0.84 | Chem. Eur. J. 2008, 14, 3866-3868 10.1002/chem.200800314 | |
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 | |
cyanoborate ion (in water)![]() ![]() |
water | N Param.: 9.99 sN Param.: 0.54 | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F | |
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 | |
cycloheptatriene![]() ![]() |
dichloromethane | N Param.: 0.52 sN Param.: 0.97 | J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538 | |
cycloheptatriene (in MeCN)![]() ![]() |
MeCN | N Param.: 0.55 sN Param.: 0.97 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 | |
cysteine (dianionic, in water, S-nucleophile!)![]() ![]() |
water | N Param.: 23.43 sN Param.: 0.42 | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h | |
DABCO (in MeCN)![]() ![]() |
MeCN | N Param.: 18.80 sN Param.: 0.70 | Angew. Chem. Int. Ed. 2007, 46, 6176-6179 10.1002/anie.200701489 | |
Danishefskys diene![]() ![]() |
dichloromethane | N Param.: 8.57 sN Param.: 0.84 | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
DBN (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 15.50 sN Param.: 0.76 | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 | |
DBN (in MeCN)![]() ![]() |
MeCN | N Param.: 16.28 sN Param.: 0.67 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
DBU (in MeCN)![]() ![]() |
MeCN | N Param.: 15.29 sN Param.: 0.70 | Chem. Commun. 2008, , 1792-1794 10.1039/b801811a | |
DBU (in THF)![]() ![]() |
THF | N Param.: 16.12 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435 | |
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 | |
DHPB (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 13.86 sN Param.: 0.78 | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x | |
di(methoxyethyl)amine (in MeCN)![]() ![]() |
MeCN | N Param.: 13.24 sN Param.: 0.93 | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | |
diacetamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 16.05 sN Param.: 0.70 | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 | |
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 | |
dibutylsulfide (in CH2Cl2)![]() ![]() |
dichloromethane | N Param.: 11.86 sN Param.: 0.74 | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | |
dichloro(methyl)silane![]() ![]() |
dichloromethane | N Param.: -3.20 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
diethanolamine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 13.71 sN Param.: 0.67 | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 | |
diethanolamine (in DMSO)![]() ![]() |
DMSO | N Param.: 15.51 sN Param.: 0.70 | J. Am. Chem. Soc. 2009, 131, 11392-11401 10.1021/ja903207b | |
diethanolamine (in water)![]() ![]() |
water | N Param.: 13.00 sN Param.: 0.61 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
diethyl diazomalonate![]() ![]() |
dichloromethane | N Param.: -0.35 sN Param.: 0.93 | Chem. Eur. J. 2003, 9, 4068-4076 10.1002/chem.200304913 | |
diethyl(methyl)silane![]() ![]() |
dichloromethane | N Param.: 3.40 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
diethylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.10 sN Param.: 0.73 | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 | |
diethylamine (in water)![]() ![]() |
water | N Param.: 14.68 sN Param.: 0.53 | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z | |
diethylether (in dichloromethane)![]() ![]() |
dichloromethane | N Param.: -5.10 sN Param.: 0.80 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
diethylmercury (in MeCN)![]() ![]() |
MeCN | N Param.: -0.70 sN Param.: 1.10 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
dihexylsilane![]() ![]() |
dichloromethane | N Param.: 2.27 sN Param.: 0.73 | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 | |
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 |



















































