Search
| Name | Solvent |
Reactivity Parameters |
Classification |
Reference (title or year) |
|---|---|---|---|---|
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 |
1-butoxy-1-(trimethylsiloxy)ethene |
dichloromethane | N Param.: 10.21 sN Param.: 0.82 | | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
borane-trimethylamine-complex |
dichloromethane | N Param.: 7.97 sN Param.: 0.75 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
C6H6OMe+-Fe(CO)3 |
E Param.: -8.94 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c | |
(Z)-but-2-ene |
dichloromethane | N Param.: -2.44 sN Param.: 1.09 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y |
allyl-tert.butyl-dimethylsilane |
dichloromethane | N Param.: 1.80 sN Param.: 0.95 | | Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c |
tol(Ph)CH+ |
E Param.: 4.43 | | J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b | |
MacMillan-iminium ion (2nd generation) |
MeCN | E Param.: -5.52 | | Angew. Chem. Int. Ed. 2011, 50, 9953-9956 10.1002/anie.201103683 |
(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 |
(mor)2CH+ |
E Param.: -5.53 | | J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y | |
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 |
diethyl 3-chloro-benzylidene malonate |
E Param.: -18.98 | | Chem. Eur. J. 2008, 14, 9675-9682 10.1002/chem.200801277 | |
borane-DMAP-complex |
dichloromethane | N Param.: 12.44 sN Param.: 0.76 | | Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839 |
1-butoxy-1-(t-butyl-dimethylsiloxy)ethene |
dichloromethane | N Param.: 10.32 sN Param.: 0.79 | | Eur. J. Org. Chem. 2004, , 2791-2796 10.1002/ejoc.200400134 |
6-nitro-tetrazolo[1,5a]pyridine |
E Param.: -9.05 | | J. Org. Chem. 2005, 70, 6242-6253 10.1021/jo0505526 | |
anion of 4-cyanobenzyl trifluoromethyl sulfone (in DMSO) |
DMSO | N Param.: 16.28 sN Param.: 0.75 | | J. Am. Chem. Soc. 2007, 129, 9753-9761 10.1021/ja072135b |
2-(naphthylmethyl)quinuclidine (in MeCN) |
MeCN | N Param.: 15.66 sN Param.: 0.62 | | J. Org. Chem. 2009, 74, 7157-7164 10.1021/jo901670w |
p-AniCH=N+Me2 (in MeCN) |
MeCN | E Param.: -10.69 | | J. Am. Chem. Soc. 2013, 135, 6579-6587 10.1021/ja401106x |
5-amino-indole |
MeCN | N Param.: 7.22 sN Param.: 1.10 | | J. Org. Chem. 2006, 71, 9088-9095 10.1021/jo0614339 |
(4-Me2N-C6H4)-(CO)-CH=SMe2 (in DMSO) |
DMSO | N Param.: 15.68 sN Param.: 0.65 | | J. Am. Chem. Soc. 2010, 132, 17894-17900 10.1021/ja1084749 |
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).