C-Nucleophiles
| Name | Solvent | Reactivity Parameters | Classification | Reference (title or year) | 
|---|---|---|---|---|
| Dexoxy Breslow intermediate 6   | THF | N Param.: 15.58sN Param.: 0.57 |    | Angew. Chem. Int. Ed. 2012, 51, 10408-10412 10.1002/anie.201204524 | 
| Desoxy Breslow intermediate 2a   | THF | N Param.: 17.12sN Param.: 0.80 |    | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 | 
| Desoxy Breslow intermediate 2a   | DMSO | N Param.: 17.41sN Param.: 0.74 |    | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 | 
| Desoxy Breslow intermediate 2a'   | THF | N Param.: 14.45sN Param.: 0.71 |    | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 | 
| Desoxy Breslow intermediate 2b   | THF | N Param.: 13.91sN Param.: 0.64 |    | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 | 
| Desoxy Breslow intermediate 2b'   | THF | N Param.: 11.42sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 | 
| Desoxy Breslow intermediate 2c'   | THF | N Param.: 12.75sN Param.: 0.71 |    | Angew. Chem. Int. Ed. 2012, 51, 6231-6235 10.1002/anie.201202327 | 
| (Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)   | THF | N Param.: 15.33sN Param.: 0.79 |    | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 | 
| (Z)-1-(1,3-dimesityl-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in DMSO)   | DMSO | N Param.: 14.40sN Param.: 0.64 |    | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 | 
| (Z)-1-(1,3-dimesityl-4,5-dihydro-1H-imidazol-3-ium-2-yl)-2-phenylprop-1-en-1-olate (in THF)   | THF | N Param.: 15.92sN Param.: 0.72 |    | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 | 
| (Z)-2-phenyl-1-(1,3,4-triphenyl-4H-1,2,4-triazol-1-ium-5-yl)prop-1-en-1-olate (in THF)   | THF | N Param.: 14.40sN Param.: 0.66 |    | Angew. Chem. Int. Ed. 2013, 52, 11163-11167 10.1002/ange.201303524 | 
| 1,1-dimethyl-2-methylenehydrazine (in CH2Cl2)   | dichloromethane | N Param.: 6.98sN Param.: 0.85 |    | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 | 
| N-methylenepyrrolidin-1-amine (in CH2Cl2)   | dichloromethane | N Param.: 7.84sN Param.: 0.89 |    | Angew. Chem. Int. Ed. 2013, 52, 11900-11904 10.1002/anie.201305092 | 
| N-benzyl-N-(but-1-yn-1-yl)-4-methylbenzenesulfonamide   | dichloromethane | N Param.: 5.16sN Param.: 0.85 |    | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| N-benzyl-N-((2-methoxyphenyl)ethynyl)-4-methylbenzenesulfonamide   | dichloromethane | N Param.: 4.40sN Param.: 0.86 |    | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| 4-methyl-N-(2-phenylethynyl)-N-(phenylmethyl)benzenesulfonamide   | dichloromethane | N Param.: 3.85sN Param.: 0.84 |    | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| 1-(phenylethynyl)pyrrolidin-2-one   | dichloromethane | N Param.: 3.12sN Param.: 0.85 |  | Angew. Chem. Int. Ed. 2014, 53, 4968-4971 10.1002/anie.201402055 | 
| lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)pinacolborate   | MeCN | N Param.: 5.53sN Param.: 1.00 |  | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate   | MeCN | N Param.: 6.24sN Param.: 1.00 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(4-chlorophenyl)pinacolborate   | MeCN | N Param.: 6.77sN Param.: 0.88 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(phenyl)pinacolborate   | MeCN | N Param.: 7.24sN Param.: 0.83 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(4-methylphenyl)pinacolborate   | MeCN | N Param.: 6.98sN Param.: 0.93 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(4-methoxyphenyl)pinacolborate   | MeCN | N Param.: 7.51sN Param.: 0.87 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(4-(dimethylamino)phenyl)pinacolborate   | MeCN | N Param.: 8.02sN Param.: 0.89 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium bis(5-methylthiophen-2-yl)pinacolborate   | MeCN | N Param.: 7.67sN Param.: 0.87 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylfuran-2-yl)(4-(trifluoromethyl)phenyl)pinacolborate   | MeCN | N Param.: 8.13sN Param.: 0.85 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)glycolborate   | MeCN | N Param.: 11.23sN Param.: 0.77 |    | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(3,5-bis(trifluoromethyl)phenyl)neopentylglycolborate   | MeCN | N Param.: 10.13sN Param.: 0.91 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)neopentylglycolborate   | MeCN | N Param.: 11.85sN Param.: 0.72 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| lithium (5-methylthiophen-2-yl)(4-(trifluoromethyl)phenyl)catecholglycolborate   | MeCN | N Param.: 6.50sN Param.: 0.77 |   | Angew. Chem. Int. Ed. 2015, 54, 2780-2783 10.1002/anie.201410562 | 
| potassium indenide (in DMSO)   | DMSO | N Param.: 24.16sN Param.: 0.68 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| sodium indenide (in DMSO)   | DMSO | N Param.: 23.74sN Param.: 0.71 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| lithium indenide (in DMSO)   | DMSO | N Param.: 23.66sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1H-inden-1-yl)zinc(II) chloride*LiCl (in DMSO)   | DMSO | N Param.: 18.10sN Param.: 0.46 |   | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1H-inden-1-yl)zinc(II) bromide*LiBr (in DMSO)   | DMSO | N Param.: 15.60sN Param.: 0.51 |   | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1H-inden-1-yl)trimethylstannane (in CH2Cl2)   | dichloromethane | N Param.: 6.68sN Param.: 0.81 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| (1H-inden-1-yl)trimethylsilane (in CH2Cl2)   | dichloromethane | N Param.: -0.10sN Param.: 1.05 |    | Angew. Chem. Int. Ed. 2015, 54, 12497-12500 10.1002/anie.201501385 | 
| bis(phenylsulfonyl)methanide (in DMSO)   | DMSO | N Param.: 15.68sN Param.: 0.74 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| fluorobis(phenylsulfonyl)methanide (in DMSO)   | DMSO | N Param.: 17.46sN Param.: 0.73 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| methoxybis(phenylsulfonyl)methanide (in DMSO)   | DMSO | N Param.: 17.29sN Param.: 0.70 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)   | DMSO | N Param.: 16.06sN Param.: 0.69 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2-fluoro-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)   | DMSO | N Param.: 19.03sN Param.: 0.58 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2-methoxy-2H-benzo[d][1,3]dithiol-2-ide 1,1,3,3-tetraoxide (in DMSO)   | DMSO | N Param.: 17.36sN Param.: 0.71 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2-ethoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)   | DMSO | N Param.: 18.81sN Param.: 0.59 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2-ethoxy-1-fluoro-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)   | DMSO | N Param.: 20.51sN Param.: 0.64 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2-ethoxy-1-methoxy-2-oxo-1-(phenylsulfonyl)ethan-1-ide (in DMSO)   | DMSO | N Param.: 19.15sN Param.: 0.59 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 1,3-diethoxy-2-fluoro-1,3-dioxopropan-2-ide (in DMSO)   | DMSO | N Param.: 20.63sN Param.: 0.76 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 2-chloro-1,3-diethoxy-1,3-dioxopropan-2-ide (in DMSO)   | DMSO | N Param.: 18.19sN Param.: 0.74 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 1,2,3-trimethoxy-1,3-dioxopropan-2-ide (in DMSO)   | DMSO | N Param.: 20.08sN Param.: 0.74 |    | Angew. Chem. Int. Ed. 2016, 55, 12845-12848 10.1002/anie.201605616 | 
| 1,3-Bis(2,6-diisopropylphenyl)-5-methylene-4-(2,4,6-triisopropylphenyl)-4,5-dihydro-1H-1,2,3-triazol-3-ium-4-ide (in THF)   | THF | N Param.: 21.36sN Param.: 0.42 |    | Angew. Chem. Int. Ed. 2023, 62, e202309790 10.1002/anie.202309790 | 
