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Name	Solvent	Reactivity Parameters	Reference (title or year)
[H-B(C6F5)3]- [NEt4]+	MeCN	N Param.: 10.04 s_N Param.: 0.73	Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298
[H-B(2,6-F2C6H3)3]- [NEt4]+	MeCN	N Param.: 13.97 s_N Param.: 0.66	Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298
[H-B(2,4,6-F3C6H2)3]- [NEt4]+	MeCN	N Param.: 14.13 s_N Param.: 0.61	Angew. Chem. Int. Ed. 2015, 54, 14508-14512 10.1002/anie.201507298
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = Ph)		E Param.: -14.14	Organometallics 2012, 31, 2416-2424 10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 4-(dimethylamino)phenyl)		E Param.: -14.46	Organometallics 2012, 31, 2416-2424 10.1021/om3000357
[(1,3-Diarylallyl)Pd(PPh3)2]+ (Aryl = 3,5-difluorophenyl)		E Param.: -14.21	Organometallics 2012, 31, 2416-2424 10.1021/om3000357
Z-3-(trimethylsiloxy)pent-2-ene	dichloromethane	N Param.: 5.58 s_N Param.: 1.00	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
xanthene	dichloromethane	N Param.: 0.64 s_N Param.: 0.97	J. Am. Chem. Soc. 2002, 124, 4076-4083 10.1021/ja0121538
water (in MeCN)	MeCN	N Param.: 5.79 s_N Param.: 0.72	Bull. Chem. Soc. Jpn. 2018, 91, 523-530 10.1246/bcsj.20170360
Vilsmeier ion		E Param.: -5.77	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
valine (anionic, in water)	water	N Param.: 13.65 s_N Param.: 0.57	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
uracil anion (in water)	water	N Param.: 10.75 s_N Param.: 0.53	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
uracil anion (in DMSO)	DMSO	N Param.: 17.04 s_N Param.: 0.63	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
Umemoto II (triflate)		E Param.: -12.80	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
Umemoto I (triflate)		E Param.: -13.08	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
Umemoto I (tetrafluoroborate)		E Param.: -13.39	Eur. J. Org. Chem. 2024, 27, e202400085 10.1002/ejoc.202400085
tropylium ion		E Param.: -3.72	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
tritylium ion (Ph3C+)		E Param.: 0.51	J. Am. Chem. Soc. 2003, 125, 286-295 10.1021/ja021010y
tris(4-methylphenyl)phosphane	dichloromethane	N Param.: 15.44 s_N Param.: 0.64	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
tris(4-methoxyphenyl)phosphane	dichloromethane	N Param.: 16.17 s_N Param.: 0.62	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
tris(4-methoxyphenyl)methane (in MeCN)	MeCN	N Param.: -5.18 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tris(4-dimethylaminophenyl)phosphane	dichloromethane	N Param.: 18.39 s_N Param.: 0.64	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
tris(4-chlorophenyl)phosphane	dichloromethane	N Param.: 12.58 s_N Param.: 0.65	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
tris(4-(dimethylamino)phenyl)methane (in MeCN)	MeCN	N Param.: -3.30 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tris(2-methylphenyl)phosphane	dichloromethane	N Param.: 8.56 s_N Param.: 0.70	Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080
tris(2-methoxyphenyl)phosphane	dichloromethane	N Param.: 14.26 s_N Param.: 0.73	Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080
tris(2,6-dimethoxyphenyl)phosphane (in MeCN)	MeCN	N Param.: 18.11 s_N Param.: 0.62	Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080
tris(2,6-dimethoxyphenyl)phosphane	dichloromethane	N Param.: 15.19 s_N Param.: 0.88	Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080
tris(2,4-dimethylphenyl)phosphane	dichloromethane	N Param.: 14.88 s_N Param.: 0.41	Chem. Eur. J. 2017, 23, 7422-7427 10.1002/chem.201701080
tris((trimethylsilyl)methyl)silane	dichloromethane	N Param.: 3.59 s_N Param.: 0.67	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tris((dimethyl(phenyl)silyl)methyl)silane	dichloromethane	N Param.: 3.40 s_N Param.: 0.66	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tris((butyldimethylsilyl)methyl)silane	dichloromethane	N Param.: 3.73 s_N Param.: 0.68	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tripropylsilane	dichloromethane	N Param.: 3.67 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triphenylstannane	dichloromethane	N Param.: 5.64 s_N Param.: 0.59	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
triphenylsilane	dichloromethane	N Param.: 2.65 s_N Param.: 0.72	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triphenylphosphine (in THF)	THF	N Param.: 13.59 s_N Param.: 0.66	Angew. Chem. Int. Ed. 2011, 50, 6915-6919 10.1002/anie.201102435
triphenylphosphane	dichloromethane	N Param.: 14.33 s_N Param.: 0.65	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
triphenylmethane	dichloromethane	N Param.: -4.27 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triphenylgermane	dichloromethane	N Param.: 3.99 s_N Param.: 0.62	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
triphenyl phosphite	dichloromethane	N Param.: 5.51 s_N Param.: 0.76	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
trimethylsilane	dichloromethane	N Param.: 3.15 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethylhydrazine (in MeCN)	MeCN	N Param.: 17.75 s_N Param.: 0.53	Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315
trimethylhydrazine (in MeCN)	MeCN	N Param.: 12.43 s_N Param.: 0.75	Angew. Chem. Int. Ed. 2012, 51, 1353-1356 10.1002/anie.201107315
trimethylamine (in MeCN)	MeCN	N Param.: 23.05 s_N Param.: 0.45	J. Org. Chem. 2012, 77, 8142-8155 10.1021/jo301497g
trimethyl(prenyl)silane	dichloromethane	N Param.: 0.90 s_N Param.: 1.17	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
trimethyl(phenethyl)stannane	1,2-dichloroethane	N Param.: -1.10 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(phenethyl)silane	dichloromethane	N Param.: -3.50 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(4-methylphenethyl)stannane	1,2-dichloroethane	N Param.: -0.50 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylstannyl)propyl)silane (in MeCN)	MeCN	N Param.: -3.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylstannyl)propyl)germane (in MeCN)	MeCN	N Param.: -2.40 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylplumbyl)propyl)silane (in MeCN)	MeCN	N Param.: -1.20 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylplumbyl)propyl)germane (in MeCN)	MeCN	N Param.: -1.00 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl(3-(trimethylgermyl)propyl)silane (in MeCN)	MeCN	N Param.: -4.80 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trimethyl phosphite (in 91M9AN)	MeOH-MeCN mix	N Param.: 9.04 s_N Param.: 0.70	Angew. Chem. Int. Ed. 2006, 45, 3869-3874 10.1002/anie.200600542
triisopropylsilane	dichloromethane	N Param.: 2.93 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triisopropylphosphane	dichloromethane	N Param.: 13.37 s_N Param.: 0.70	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
trihexylsilane	dichloromethane	N Param.: 3.89 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trifluoroethanol	TFE	N Param.: 1.11 s_N Param.: 0.96	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
trifluoroacetamide anion (in DMSO)	DMSO	N Param.: 15.81 s_N Param.: 0.64	J. Org. Chem. 2010, 75, 5250-5258 10.1021/jo1009883
triethylsilane	dichloromethane	N Param.: 3.58 s_N Param.: 0.70	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
triethylgermane	dichloromethane	N Param.: 4.00 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
triethylamine (in MeCN)	MeCN	N Param.: 17.10 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
triethylamine (in CH2Cl2)	dichloromethane	N Param.: 17.30 s_N Param.: 0.52	J. Phys. Org. Chem. 2010, 23, 1029-1035 10.1002/poc.1707
triethoxysilane	dichloromethane	N Param.: -1.80 s_N Param.: 0.75	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tricyclohexylphosphane	dichloromethane	N Param.: 14.64 s_N Param.: 0.68	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
tributylstannane	dichloromethane	N Param.: 9.96 s_N Param.: 0.55	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
tributylsilane	dichloromethane	N Param.: 3.99 s_N Param.: 0.73	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tributylgermane	dichloromethane	N Param.: 5.92 s_N Param.: 0.73	J. Am. Chem. Soc. 2001, 123, 9500-9512 10.1021/ja010890y
tributyl phosphite	dichloromethane	N Param.: 10.36 s_N Param.: 0.70	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
tri-p-tolylmethane (in MeCN)	MeCN	N Param.: -8.80 s_N Param.: 0.82	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tri-p-tolylmethane	dichloromethane	N Param.: -3.62 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tri-n-butylphosphane	dichloromethane	N Param.: 15.49 s_N Param.: 0.69	Chem. Eur. J. 2005, 11, 917-927 10.1002/chem.200400696
trans-HMo(CO)2(PPh3)Cp	dichloromethane	N Param.: 6.60 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trans-HMo(CO)2(PMe3)Cp	dichloromethane	N Param.: 7.80 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
trans-HMo(CO)2(PCy3)Cp	dichloromethane	N Param.: 6.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
toluene	dichloromethane	N Param.: -4.36 s_N Param.: 1.77	J. Am. Chem. Soc. 2012, 134, 13902-13911 10.1021/ja306522b
tol(t-Bu)2QM		E Param.: -15.83	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
thymine anion (in water)	water	N Param.: 11.17 s_N Param.: 0.51	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
thymine anion (in DMSO)	DMSO	N Param.: 17.63 s_N Param.: 0.62	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
THTP (3,5,6,7-tetrahydro-2H-thiazolo[3,2-a]pyrimidine)	dichloromethane	N Param.: 14.45 s_N Param.: 0.78	J. Org. Chem. 2011, 76, 5104-5112 10.1021/jo200803x
threonine (anionic, in water)	water	N Param.: 12.69 s_N Param.: 0.60	Org. Biomol. Chem. 2007, 5, 3814-3820 10.1039/b713778h
thiophenolate (in DMSO)	DMSO	N Param.: 23.36 s_N Param.: 0.74	J. Org. Chem. 2021, 86, 5965-5972 10.1021/acs.joc.1c00025
thiophene	dichloromethane	N Param.: -1.01 s_N Param.: 1.10	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
thiocyanate (in MeCN)	MeCN	N Param.: 12.13 s_N Param.: 0.60	J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u
thiocyanate (in MeCN)	MeCN	N Param.: 17.94 s_N Param.: 0.60	J. Am. Chem. Soc. 2003, 125, 14126-14132 10.1021/ja037317u
thioacetate (in MeCN)	MeCN	N Param.: 21.20 s_N Param.: 0.63	Org. Biomol. Chem. 2011, 9, 8046-8050 10.1039/c1ob06245j
thian-4-one (in DMSO)	DMSO	E Param.: -16.90	J. Am. Chem. Soc. 2018, 140, 5500-5515 10.1021/jacs.8b01657
theophylline anion (in water)	water	N Param.: 10.06 s_N Param.: 0.71	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
theophylline anion (in DMSO)	DMSO	N Param.: 14.78 s_N Param.: 0.71	Chem. Eur. J. 2012, 18, 127-137 10.1002/chem.201102411
tetrapropylstannane (in 1,2-DCE)	1,2-dichloroethane	N Param.: -0.50 s_N Param.: 1.13	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetramisole (TM) (in CH2Cl2)	dichloromethane	N Param.: 13.86 s_N Param.: 0.68	Angew. Chem. Int. Ed. 2025, EarlyView, e202514865 10.1002/anie.202514865
tetramethylethylene	dichloromethane	N Param.: -1.00 s_N Param.: 1.40	Acc. Chem. Res. 2003, 36, 66-77 10.1021/ar020094c
tetrakis(5-methyl-furan-2-yl)borate	MeCN	N Param.: 9.09 s_N Param.: 1.12	Chem. Sci. 2012, 3, 878-882 10.1039/c2sc00883a
tetraisobutylstannane	dichloromethane	N Param.: 1.35 s_N Param.: 1.10	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetrahydrothiopyran (in CH2Cl2)	dichloromethane	N Param.: 11.94 s_N Param.: 0.75	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977
tetrahydrothiophene (in MeCN)	MeCN	N Param.: 13.30 s_N Param.: 0.72	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977
tetrahydrothiophene (in CH2Cl2)	dichloromethane	N Param.: 13.10 s_N Param.: 0.72	Chem. Eur. J. 2021, 21, 11367-11376 10.1002/chem.202100977
tetrahydrofuran (in dichloromethane)	dichloromethane	N Param.: -3.50 s_N Param.: 0.80	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839
tetrahydroborate ion (in water)	water	N Param.: 12.10 s_N Param.: 0.79	Chem. Eur. J. 2013, 19, 249-263 10.1002/chem.201202839

News

11/05/25:
Isochalcogenoureas (O, S, Se & Te derivatives) have been added (Angew. Chem. Int. Ed. 2025, EarlyView, e202514865).
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).