Search
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
anion of diethyl methylmalonate (in water)  |
water | N Param.: 17.68 sN Param.: 0.50 |  | J. Am. Chem. Soc. 2003, 125, 12980-12986 10.1021/ja036838e |
2-methyl-imidazole (in water) |
water | N Param.: 9.45 sN Param.: 0.54 | | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
Me2S=CH-CN (in DMSO) |
DMSO | N Param.: 16.23 sN Param.: 0.60 | | Chem. Eur. J. 2010, 16, 8610-8614 10.1002/chem.201001455 |
(3-F)2-tritylium ion |
E Param.: 1.54 | | Eur. J. Org. Chem. 2011, , 6470-6475 10.1002/ejoc.201100910 | |
1-phenyl-N-(phenylmethyl)methanimine (in CH2Cl2) |
dichloromethane | N Param.: 7.90 sN Param.: 0.76 | | Z. Naturforsch. B 2013, 68b, 693-699 10.5560/ZNB.2013-3085 |
o-chloranil (C-Cl) |
E Param.: -12.02 | | J. Am. Chem. Soc. 2014, 136, 11499-11512 10.1021/ja505613b | |
4-pyrrolidinopyridine (in H2O) |
water | N Param.: 12.39 sN Param.: 0.66 | | Chem. Eur. J. 2007, 13, 336-345 10.1002/chem.200600941 |
(E)-4-(4-nitrophenyl)but-3-en-2-one (in DSMO) |
DMSO | E Param.: -19.36 | | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m |
3-fluoro-benzaldehyde (in DMSO) |
DMSO |  | J. Am. Chem. Soc. 2011, 133, 8240-8251 10.1021/ja200820m | |
(S,E)-3-benzyl-1-methyl-4-styryl-1,4-diazaspiro[4.4]nonan-2-one |
MeCN | N Param.: 7.92 sN Param.: 1.07 | | Angew. Chem. Int. Ed. 2012, 51, 5739-5742 10.1002/anie.201201240 |
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 |
anion of p-tolylnitromethane (in DMSO) |
DMSO | N Param.: 18.31 sN Param.: 0.76 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
(2S,3S)-3-isopropyl-2-phenyl-3,4-dihydro-2H-benzo[4,5]thiazolo[3,2-a]pyrimidine |
dichloromethane | N Param.: 14.96 sN Param.: 0.64 | | J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x |
PhCH=N+Me2 (in MeCN) |
MeCN | E Param.: -9.27 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
2-phenyl-allyltrimethylsilane |
dichloromethane | N Param.: 5.38 sN Param.: 0.89 | | Chem. Eur. J. 2014, 20, 1103-1110 10.1002/chem.201303215 |
trimethyl(prenyl)silane |
dichloromethane | N Param.: 0.90 sN Param.: 1.17 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
7% water/93% HFIP (w/w) |
water-HFIP mix | N Param.: 0.34 sN Param.: 0.96 | | J. Phys. Org. Chem. 2013, 26, 59-63 10.1002/poc.3064 |
tributylstannane |
dichloromethane | N Param.: 9.96 sN Param.: 0.55 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
3-(trimethylsilyl)cyclopentene |
dichloromethane | N Param.: 1.77 sN Param.: 1.10 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
propyn-1-ylium-Co2(CO)6 |
E Param.: -0.84 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
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).