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Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
---|---|---|---|---|
cysteine (dianionic, in water, S-nucleophile!)![]() ![]() |
water | N Param.: 23.43 sN Param.: 0.42 | ![]() ![]() ![]() | Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h |
anion of 4-nitrobenzyl-CN (in DMSO)![]() ![]() |
DMSO | N Param.: 19.67 sN Param.: 0.68 | ![]() ![]() ![]() | J. Org. Chem. 2009, 74, 75-81 10.1021/jo802241x |
2-(p-anisyl)-1,3-dimethyl-benzimidazoline![]() ![]() |
MeCN | N Param.: 10.01 sN Param.: 0.72 | ![]() ![]() ![]() | Chem. Asian J. 2009, 4, 1824-1829 10.1002/asia.200900322 |
4-pyridone anion (in DMSO)![]() ![]() |
DMSO | N Param.: 18.97 sN Param.: 0.62 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2010, 132, 15380-15389 10.1021/ja106962u |
O-isopropyl dithiocarbonate (in MeCN)![]() ![]() |
MeCN | N Param.: 18.27 sN Param.: 0.78 | ![]() ![]() ![]() | Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j |
2-benzylidenebenzo[d][1,3]dithiole 1,1,3,3-tetraoxide![]() ![]() |
DMSO | E Param.: -11.78 | ![]() ![]() ![]() | Chem. Asian J. 2012, 7, 1401-1407 10.1002/asia.201101046 |
tripropylsilane![]() ![]() |
dichloromethane | N Param.: 3.67 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate![]() ![]() |
MeCN | N Param.: 5.53 sN Param.: 1.00 | ![]() | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 |
anion of diethyl 2-butylmalonate (in DMSO)![]() ![]() |
DMSO | N Param.: 23.00 sN Param.: 0.55 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
chloride (in 80% aq EtOH)![]() ![]() |
water-EtOH mix | N Param.: 13.00 sN Param.: 0.60 | ![]() | J. Am. Chem. Soc. 2005, 127, 2641-2649 10.1021/ja045562n |
n-butylamine (in MeCN)![]() ![]() |
MeCN | N Param.: 15.27 sN Param.: 0.63 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2009, , 6379-6385 10.1002/ejoc.200900925 |
benzotriazole (in MeCN)![]() ![]() |
MeCN | N Param.: 7.69 sN Param.: 0.76 | ![]() | Org. Biomol. Chem. 2010, 8, 1929-1935 10.1039/c000965b |
1-(tris(trimethylsilyl)siloxy)cyclohexene![]() ![]() |
dichloromethane | N Param.: 5.07 sN Param.: 0.91 | ![]() ![]() ![]() | Org. Lett. 2010, 12, 5206-5209 10.1021/ol102220e |
N-(1,3-dimethylimidazolidin-2-ylidene)-1-phenylmethanamine![]() ![]() |
dichloromethane | N Param.: 14.00 sN Param.: 0.70 | ![]() ![]() ![]() | ChemCatChem 2012, 4, 993-999 10.1002/cctc.201200143 |
trans-HMo(CO)2(PPh3)Cp![]() |
dichloromethane | N Param.: 6.60 sN Param.: 0.80 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
5-(4-(methoxy)benzyl)-2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ide (in DMSO)![]() ![]() |
DMSO | N Param.: 15.13 sN Param.: 0.75 | ![]() ![]() ![]() | Chem. Eur. J. 2014, 20, 11069-11077 10.1002/chem.201403161 |
anion of diethyl 2-(p-anisyl)malonate (in DMSO)![]() ![]() |
DMSO | N Param.: 16.73 sN Param.: 0.91 | ![]() ![]() ![]() | Eur. J. Org. Chem. 2016, , 1841-1848 10.1002/ejoc.201600107 |
pyrrolidine (in 91M9AN)![]() ![]() |
MeOH-MeCN mix | N Param.: 15.97 sN Param.: 0.63 | ![]() ![]() ![]() | Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542 |
2-(trimethylsiloxy)-5,6-dihydro-4H-pyran (in MeCN)![]() ![]() |
MeCN | N Param.: 10.52 sN Param.: 0.78 | ![]() ![]() ![]() | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
(4-methoxyphenyl)dimethylsilane![]() ![]() |
dichloromethane | N Param.: 4.23 sN Param.: 0.73 | ![]() | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
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).