Search
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
methyl diazoacetate  |
dichloromethane | N Param.: 4.68 sN Param.: 0.94 |  | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
dimethyl diazomalonate |
dichloromethane | N Param.: -1.24 sN Param.: 0.81 | | J. Am. Chem. Soc. 2023, 145, 7416-7434 10.1021/jacs.2c13872 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in CH2Cl2) |
dichloromethane | N Param.: 17.88 sN Param.: 0.73 | | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in CH2Cl2) |
dichloromethane | N Param.: 19.63 sN Param.: 0.65 | | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
pyridin-4-yl((trifluoromethyl)sulfonyl)amide (Ph4P+) (in MeCN) |
MeCN | N Param.: 16.38 sN Param.: 0.60 | | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
((4-methoxyphenyl)sulfonyl)(pyridin-4-yl)amide (Ph4P+) (in MeCN) |
MeCN | N Param.: 17.28 sN Param.: 0.65 | | J. Am. Chem. Soc. 2025, 147, 5043-5050 10.1021/jacs.4c14825 |
50% water/50% MeCN (v/v) |
water-MeCN mix | N Param.: 5.05 sN Param.: 0.89 | | J. Am. Chem. Soc. 2004, 126, 5174-5181 10.1021/ja031828z |
Indole |
dichloromethane | N Param.: 5.55 sN Param.: 1.09 | | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
N-methylindole |
dichloromethane | N Param.: 5.75 sN Param.: 1.23 | | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
1,2-dimethylindole |
dichloromethane | N Param.: 6.54 sN Param.: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
2-(bis(trimethylsiloxy)amino)propene |
dichloromethane | N Param.: 4.76 sN Param.: 0.86 | | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
(bis(trimethylsiloxy)amino)styrene |
dichloromethane | N Param.: 4.80 sN Param.: 0.86 | | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
2-(bis(tert-butyldimethylsiloxy)amino)propene |
dichloromethane | N Param.: 4.23 sN Param.: 0.93 | | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
4-(bis(trimethylsiloxy)amino)pent-4-enoic acid methyl ester |
dichloromethane | N Param.: 3.84 sN Param.: 0.87 | | J. Org. Chem. 2001, 66, 3196-3200 10.1021/jo0015927 |
benzylidenemalononitrile |
E Param.: -9.42 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
p-(methoxy)benzylidenemalononitrile |
E Param.: -10.80 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
p-(dimethylamino)benzylidenemalononitrile |
E Param.: -13.30 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 | |
anion of nitroethane (in DMSO) |
DMSO | N Param.: 21.54 sN Param.: 0.62 | | J. Org. Chem. 2003, 68, 6880-6886 10.1021/jo0344182 |
anion of nitroethane (in water) |
water | N Param.: 11.25 sN Param.: 0.52 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
anion of nitromethane (in water) |
water | N Param.: 12.06 sN Param.: 0.53 | | J. Org. Chem. 2004, 69, 7565-7576 10.1021/jo048773j |
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).