Search
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
2-(triethylsilyl)furan  |
dichloromethane | N Param.: 2.20 sN Param.: 1.10 |  | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
n-propylamine (in 91M9AN) |
MeOH-MeCN mix | N Param.: 13.41 sN Param.: 0.66 | | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
leucine (anionic, in water) |
water | N Param.: 14.01 sN Param.: 0.52 | | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
1-phenyl-proyn-ylium-Co2(CO)6 |
E Param.: -0.97 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate |
MeCN | N Param.: 11.23 sN Param.: 0.77 | | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
dimethyl(phenyl)silane |
dichloromethane | N Param.: 3.55 sN Param.: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
50% water/50% HFIP (w/w) |
water-HFIP mix | N Param.: 1.50 sN Param.: 1.03 | | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
4-methoxypyridine (in H2O) |
water | N Param.: 11.44 sN Param.: 0.68 | | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
(E)-tert-butyl benzylidenecarbamate (in DMSO) |
DMSO | E Param.: -14.22 | | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
dimethylamine (in water) |
water | N Param.: 17.12 sN Param.: 0.50 | | J. Org. Chem. 2007, 72, 3679-3688 10.1021/jo062586z |
(E)-1-methyl-4-(styrylsulfonyl)benzene (in DMSO) |
DMSO | E Param.: -24.69 | | J. Am. Chem. Soc. 2017, 139, 13318-13329 10.1021/jacs.7b05106 |
pyrrole |
dichloromethane | N Param.: 4.63 sN Param.: 1.00 | | Chem. Eur. J. 2003, 9, 2209-2218 10.1002/chem.200204666 |
2-ethoxy-2-oxo-1-(pyridin-1-ium-1-yl)ethan-1-ide (in DMSO) |
DMSO | N Param.: 26.71 sN Param.: 0.37 | | J. Am. Chem. Soc. 2013, 135, 15216-15224 10.1021/ja407885h |
anion of acetylacetone (in water) |
water | N Param.: 13.73 sN Param.: 0.64 | | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
4-nitro-<i>trans-beta</i>-nitrostyrene |
E Param.: -12.37 | | J. Org. Chem. 2011, 76, 9370-9378 10.1021/jo201678u | |
(Z)-penta-1,3-diene |
dichloromethane | N Param.: 0.66 sN Param.: 1.00 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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 |
ani(t-Bu)2QM |
E Param.: -16.11 | | Angew. Chem. Int. Ed. 2002, 41, 91-95 10.1002/1521-3773(20[...] | |
tol(Ph)CH+ |
E Param.: 4.43 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
91% water/9% MeCN (v/v) |
water-MeCN mix | N Param.: 5.16 sN Param.: 0.91 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
News
- 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).