Search
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
1,1-dimethylhydrazine (in MeCN)  |
MeCN | N Param.: 11.72 sN Param.: 0.73 |  | Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315 |
potassium (1-(tert-butoxycarbonyl)-1H-indol-2-yl)trifluoroborate |
MeCN | N Param.: 6.46 sN Param.: 0.96 | | J. Am. Chem. Soc. 2013, 135, 6317-6324 10.1021/ja4017655 |
(1H-inden-1-yl)trimethylstannane (in CH2Cl2) |
dichloromethane | N Param.: 6.68 sN Param.: 0.81 | | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 |
6-methyl-3-(phenyl-l3-iodanylidene)dihydro-2H-pyran-2,4(3H)-dione (in CH2Cl2) |
dichloromethane | N Param.: 4.67 sN Param.: 0.92 | | J. Am. Chem. Soc. 2016, 138, 10304-10313 10.1021/jacs.6b05768 |
3,3-dimethyl-2-(trimethylsiloxy)buten |
dichloromethane | N Param.: 3.78 sN Param.: 0.79 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
(Z)-1-(triisopropylsiloxy)propen |
dichloromethane | N Param.: 3.87 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
80% ethanol/20% MeCN (v/v) |
EtOH-MeCN mix | N Param.: 6.94 sN Param.: 0.90 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
bromide (in CF3CH2OH) |
TFE | N Param.: 11.70 sN Param.: 0.60 | | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
5-(tris(pentafluorophenyl)siloxy)-2,3-dihydrofuran |
dichloromethane | N Param.: 8.16 sN Param.: 0.67 | | Eur. J. Org. Chem. 2005, , 1760-1764 10.1002/ejoc.200400706 |
isopropylamine (in water) |
water | N Param.: 12.00 sN Param.: 0.56 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
2-(p-(dimethylamino)benzylidene)-indan-1,3-dione |
E Param.: -13.56 | | Org. Biomol. Chem. 2007, 5, 3020-3026 10.1039/b708025e | |
5,6-dimethyl-benzimidazole (in DMSO) |
DMSO | N Param.: 11.08 sN Param.: 0.71 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
(2-(4-methoxyphenyl)ethene-1,1-diyldisulfonyl)dibenzene |
DMSO | E Param.: -13.88 | | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
N-phenylpropan-2-imine (in CH2Cl2) |
dichloromethane | N Param.: 9.53 sN Param.: 0.85 | | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 |
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.[...] |
N-fluoropyridinium tetrafluoroborate |
E Param.: -9.89 | | J. Am. Chem. Soc. 2018, 140, 11474-11486 10.1021/jacs.8b07147 | |
dicarbonyl(cyclopentadienyl)propene-iron(II) |
E Param.: -11.20 | | Helv. Chim. Acta 2005, 88, 1754-1768 10.1002/hlca.200590137 | |
allyltris(trimethylsilyl)silane |
dichloromethane | N Param.: 1.95 sN Param.: 0.98 | | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
(R)-2-benzhydryl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine |
dichloromethane | N Param.: 15.30 sN Param.: 0.55 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
1-(isoquinolin-2-ium-2-yl)-2-oxo-2-phenylethan-1-ide (in DMSO) |
DMSO | N Param.: 20.08 sN Param.: 0.57 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
News
- 11/05/25:
Isochalcogenoureas (O, S, Se & Te derivatives) have been added (Angew. Chem. Int. Ed. 2025, EarlyView, e202514865). - 01/30/25:
Sesamol-derived ortho-quinone methides (o-QM) have been added (ChemEurJ 2024, e202403785 & OBC 2025, 23, 827-834) - 05/22/24:
Lactone enolates have been added (JOC 2024, 89, 6915-6928). - 11/13/24:
2-Methylene-1,2-dihydropyridines (2-pyNHOs) have been added (EurJOC 2024, 27, e202400373). - 05/21/24:
Mesoionic pyridinium-derived N-heterocyclic olefins (py-mNHOs) have been added (Angew. Chem. Int. Ed. 2024, 63, e202318283). - 10/19/23:
Enamines derived from 4-(alkylthio)-3-imidazolines and aldehydes have been added (ChemEurJ 2023, doi: 10.1002/chem.202302764). - 09/28/23:
Mesoionic N-heterocyclic olefins (mNHOs) have been added (Angew. Chem. Int. Ed. 2023, 62, e202309790). - 07/05/23:
S-Cyanomethylated imidazolidine-4-thione-derived enamines have been added (ChemComm 2023, 59, 8091). - 03/16/23:
Cyclic alpha-diazo carbonyl compounds added (EurJOC 2023, 26, e202300005) - 01/30/23:
NADH and NADPH reactivities (in water, pH 7) determined by Mayer and Moran have been added (OBC 2022, 21, 85-88). - 09/20/22:
Alkenyl boronate nucleophilicity by Liu, Ready and co-workers has been added (JACS 2022, 144, 16118). - 01/30/23:
Electrophilicities of diazo compounds in azo couplings (ChemEurJ 2022, 28, e202201376) - 01/30/23:
Diazocyclopentadiene added (Synthesis 2023, 55, 354-358) - 01/30/23:
Electrophilic indoles added (ChemCommun 2021, 57, 10071-10074) - 04/13/21:
Cyclic Michael acceptors added (Chem. Sci. 2021, 12, 4850-4865) - 05/21/21:
Thiophenolates (in DMSO) added (JOC 2021, 86, 5965-5972) - 05/06/20:
Heteroallenes added (JACS 2020, 142, 8383-8402). - 01/27/20:
Pyrrolidines and Imidazolidinones added (JACS 2020, 142, 1526-1547). - 05/06/20:
GSH reactivity added (Angew. Chem. Int. Ed. 2019, 58, 17704-17708) - 01/30/23:
Phenolates added (JOC 2019, 84, 8837-8858) - 04/24/18:
Ketones added (JACS 2018, 140, 5500). - 11/03/17:
Allyl-boron nucleophiles added (JACS 2017, 139, 15324) - 04/23/18:
Peroxide anions added (Angew. Chem. Int. Ed. 2017, 56, 13279). - 04/23/18:
Michael acceptors added (JACS 2017, 139, 13318). - 06/16/17:
Nucleophilicities of VNS reagents (JOC 2017, 82, 1011).