Nucleophiles
| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| (S)-2-(pyrrolidin-2-ylmethyl)isoindoline-1,3-dione   | MeCN | N Param.: 15.90sN Param.: 0.77 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-4-phenyl-1-(pyrrolidin-2-ylmethyl)-1H-1,2,3-triazole   | MeCN | N Param.: 15.32sN Param.: 0.72 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-1-(pyrrolidin-2-ylmethyl)-1H-imidazole   | MeCN | N Param.: 15.55sN Param.: 0.69 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-3-butyl-1-(pyrrolidin-2-ylmethyl)-1H-imidazol-3-ium trifluoromethanesulfonate   | MeCN | N Param.: 13.57sN Param.: 0.53 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)thiourea   | MeCN | N Param.: 14.97sN Param.: 0.69 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(pyrrolidin-2-ylmethyl)urea   | MeCN | N Param.: 17.50sN Param.: 0.64 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| 2-tritylpyrrolidine   | MeCN | N Param.: 9.16sN Param.: 1.39 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-2-(diphenyl((trimethylsilyl)oxy)methyl)pyrrolidine   | MeCN | N Param.: 12.03sN Param.: 0.98 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-diphenyl(pyrrolidin-2-yl)methanol   | MeCN | N Param.: 16.18sN Param.: 0.56 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-2-(azidodiphenylmethyl)pyrrolidine   | MeCN | N Param.: 9.90sN Param.: 1.22 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| 2-(triphenylsilyl)pyrrolidine   | MeCN | N Param.: 14.00sN Param.: 0.84 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one   | MeCN | N Param.: 6.04sN Param.: 0.92 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (2S,5S)-5-benzyl-2-(tert-butyl)-3-methylimidazolidin-4-one   | MeCN | N Param.: 5.44sN Param.: 1.12 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (2S,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one   | MeCN | N Param.: 8.76sN Param.: 0.89 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| (2R,5S)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one   | MeCN | N Param.: 7.39sN Param.: 1.00 |    | J. Am. Chem. Soc. 2020, 142, 1526-1547 10.1021/jacs.9b11877 | 
| dimethylsulfide (in CH2Cl2)   | dichloromethane | N Param.: 12.32sN Param.: 0.72 |   | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | 
| dimethylsulfide (in MeCN)   | MeCN | N Param.: 12.70sN Param.: 0.72 |  | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | 
| dimethylselenide (in CH2Cl2)   | dichloromethane | N Param.: 12.60sN Param.: 0.72 |  | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | 
| dibutylsulfide (in CH2Cl2)   | dichloromethane | N Param.: 11.86sN Param.: 0.74 |   | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | 
| TCAP (in MeCN)   | MeCN | N Param.: 15.60sN Param.: 0.68 |    | Chem. Eur. J. 2013, 19, 6435-6442 10.1002/chem.201204452 | 
| tetrahydrothiophene (in CH2Cl2)   | dichloromethane | N Param.: 13.10sN Param.: 0.72 |  | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | 
| tetrahydrothiophene (in MeCN)   | MeCN | N Param.: 13.30sN Param.: 0.72 |  | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | 
| tetrahydrothiopyran (in CH2Cl2)   | dichloromethane | N Param.: 11.94sN Param.: 0.75 |   | Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977 | 
| anion of 4-(trifluoromethyl)benzyl trifluoromethyl sulfone (in MeCN)   | MeCN | N Param.: 16.15sN Param.: 0.99 |    | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | 
| anion of 4-cyanobenzyl trifluoromethyl sulfone (in MeCN)   | MeCN | N Param.: 15.62sN Param.: 0.99 |    | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | 
| anion of 4-nitrobenzyl-CN (in MeCN)   | MeCN | N Param.: 20.10sN Param.: 0.71 |    | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | 
| anion of (4-NO2-C6H4)CH2SO2Ph (in MeCN)   | MeCN | N Param.: 19.90sN Param.: 0.66 |    | J. Am. Chem. Soc. 2020, 142, 8383-8402 10.1021/jacs.0c01960 | 
| benzoate (inMeCN)   | MeCN | N Param.: 16.45sN Param.: 0.72 |    | J. Am. Chem. Soc. 2020, 142, 5221-5233 10.1021/jacs.9b12998 | 
| 3-diazoindolin-2-one   | dichloromethane | N Param.: 3.16sN Param.: 1.03 |    | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | 
| NADPH (in water)   | water | N Param.: 10.68sN Param.: 0.54 |    | Org. Biomol. Chem. 2023, 21, 85-88 10.1039/D2OB02041F | 
| 2-diazoindan-1-one   | dichloromethane | N Param.: 5.61sN Param.: 0.65 |    | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | 
| 2-diazocyclohexanone   | dichloromethane | N Param.: 3.44sN Param.: 0.83 |    | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | 
| 2-diazo-1-tetralone   | dichloromethane | N Param.: 3.51sN Param.: 0.86 |    | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | 
| 2-diazoindandione   | dichloromethane | N Param.: 0.16sN Param.: 0.86 |    | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | 
| 2-diazo-1-benzosuberone   | dichloromethane | N Param.: 2.72sN Param.: 0.96 |    | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | 
| 2-diazobenzothiophen-3(2H)-one   | dichloromethane | N Param.: 0.40sN Param.: 0.93 |    | Eur. J. Org. Chem. 2023, 26, e202300005 10.1002/ejoc.202300005 | 
| 4-nitrothiophenolate (in DMSO)   | DMSO | N Param.: 18.92sN Param.: 0.87 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 3,5-bis(trifluoromethyl)thiophenolate (in DMSO)   | DMSO | N Param.: 19.71sN Param.: 0.86 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 4-(trifluoromethyl)thiophenolate (in DMSO)   | DMSO | N Param.: 21.30sN Param.: 0.86 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| methanol (in MeCN)   | MeCN | N Param.: 6.86sN Param.: 0.73 |    | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 | 
| ethanol (in MeCN)   | MeCN | N Param.: 7.13sN Param.: 0.71 |    | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 | 
| isopropanol (in MeCN)   | MeCN | N Param.: 6.82sN Param.: 0.70 |    | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 | 
| tert-butanol (in MeCN)   | MeCN | N Param.: 5.35sN Param.: 0.72 |    | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 | 
| water (in MeCN)   | MeCN | N Param.: 5.79sN Param.: 0.72 |    | Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360 | 
| 3-(trifluoromethyl)thiophenolate (in DMSO)   | DMSO | N Param.: 21.75sN Param.: 0.86 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 3-chlorothiophenolate (in DMSO)   | DMSO | N Param.: 22.50sN Param.: 0.78 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 4-bromothiophenolate (in DMSO)   | DMSO | N Param.: 22.80sN Param.: 0.78 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| thiophenolate (in DMSO)   | DMSO | N Param.: 23.36sN Param.: 0.74 |    | J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025 | 
| 1,3-dimethyl-2-methyleneimidazolidine (in THF)   | THF | N Param.: 18.11sN Param.: 0.68 |    | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 | 
| 1,3-dimethyl-2-methylenehexahydropyrimidine (in THF)   | THF | N Param.: 18.68sN Param.: 0.63 |    | J. Org. Chem. 2021, 86, 2974-2985 10.1021/acs.joc.0c02838 | 
