Nucleophiles
Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
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 1e![]() ![]() |
THF | N Param.: 15.65 sN Param.: 0.52 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 |
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 |
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 |
methanesulfonamide anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.61 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883 |
methanol![]() ![]() |
MeOH | N Param.: 7.54 sN Param.: 0.92 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
methanol (in MeCN)![]() ![]() |
MeCN | N Param.: 6.86 sN Param.: 0.73 | ![]() ![]() ![]() | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 |
methanolate (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 14.51 sN Param.: 0.68 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methanolate (in methanol)![]() ![]() |
MeOH | N Param.: 15.78 sN Param.: 0.56 | ![]() ![]() ![]() | Can. J. Chem. 2005, 83, 1554-1560 10.1139%2Fv05-170 |
methionine (anionic, in water)![]() ![]() |
water | N Param.: 13.16 sN Param.: 0.58 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
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 |
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 |
methyl carbonate (in MeCN)![]() ![]() |
MeCN | N Param.: 16.03 sN Param.: 0.64 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2010, , 4205-4210 10.1002/ejoc.201000414 |
methyl diazoacetate![]() ![]() |
dichloromethane | N Param.: 4.68 sN Param.: 0.94 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
methyl glycinate (in water)![]() ![]() |
water | N Param.: 12.08 sN Param.: 0.60 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methyl L-prolinate![]() ![]() |
MeCN | N Param.: 14.75 sN Param.: 0.82 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 |
methyl(neopentyl)(phenyl)silane![]() ![]() |
dichloromethane | N Param.: 0.87 sN Param.: 0.75 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
methyl(phenyl)silane![]() ![]() |
dichloromethane | N Param.: 2.13 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
methylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.19 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylamine (in water)![]() ![]() |
water | N Param.: 13.85 sN Param.: 0.53 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
methyldiphenylsilane![]() ![]() |
dichloromethane | N Param.: 2.72 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
methylenecyclobutane![]() ![]() |
dichloromethane | N Param.: 1.65 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 |
methylenecyclododecane![]() ![]() |
dichloromethane | N Param.: 1.52 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecycloheptane![]() ![]() |
dichloromethane | N Param.: 2.24 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 |
methylenecyclononane![]() ![]() |
dichloromethane | N Param.: 2.57 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 |
methylenecyclopentadecane![]() ![]() |
dichloromethane | N Param.: 1.69 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 |
methylenecyclopropane![]() ![]() |
dichloromethane | N Param.: -0.47 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylenecycloundecane![]() ![]() |
dichloromethane | N Param.: 2.33 sN Param.: 0.90 | ![]() | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
methylhydrazine (in MeCN)![]() ![]() |
MeCN | N Param.: 17.73 sN Param.: 0.58 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
methylhydrazine (in water)![]() ![]() |
water | N Param.: 17.23 sN Param.: 0.45 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
morpholin-1-yl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 21.72 sN Param.: 0.64 | ![]() ![]() ![]() | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
morpholine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 15.40 sN Param.: 0.64 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
morpholine (in DMSO)![]() ![]() |
DMSO | N Param.: 16.96 sN Param.: 0.67 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y |
morpholine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.65 sN Param.: 0.74 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
morpholine (in water)![]() ![]() |
water | N Param.: 15.62 sN Param.: 0.54 | ![]() ![]() ![]() | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
morpholinoisobutylene![]() ![]() |
dichloromethane | N Param.: 10.04 sN Param.: 0.82 | ![]() ![]() ![]() | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
N',N'-dimethylformohydrazide (in MeCN)![]() ![]() |
MeCN | N Param.: 15.69 sN Param.: 0.51 | ![]() ![]() ![]() | J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g |
N,N-dimethyl dithiocarbamate (in MeCN)![]() ![]() |
MeCN | N Param.: 20.93 sN Param.: 0.69 | ![]() ![]() ![]() | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
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 |
N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine![]() ![]() |
dichloromethane | N Param.: 14.00 sN Param.: 0.70 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
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-(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-(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-(p-tolyl)vinyl)acetamide![]() ![]() |
MeCN | N Param.: 6.57 sN Param.: 0.91 | ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-phenylvinyl)acetamide![]() ![]() |
MeCN | N Param.: 5.73 sN Param.: 0.97 | ![]() ![]() ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |
N-(1-phenylvinyl)benzamide![]() ![]() |
MeCN | N Param.: 5.44 sN Param.: 1.00 | ![]() | Chem. Eur. J. 2012, 18, 5732-5740 10.1002/chem.201103519 |