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On the Basicity of Organic Bases in Different Media
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2019-09-19 , DOI: 10.1002/ejoc.201900956
Sofja Tshepelevitsh 1 , Agnes Kütt 1 , Märt Lõkov 1 , Ivari Kaljurand 1 , Jaan Saame 1 , Agnes Heering 1 , Paul G. Plieger 2 , Robert Vianello 3 , Ivo Leito 1
Affiliation  

Ph3N (2,6−Cl2−C6H3)3P 2,3,4,5,6−Cl5−Aniline (2,6−F2−C6H3)2(Ph)P (C6F5)(Ph)2P Cl−Phenylfulvene Thymine 2,3,5,6−Cl4−Aniline H−Phenylfulvene (2−F−C6H4)3P 5−Cl−2−NO2−Aniline Uracil Me−Phenylfulvene 2−Cl−4−NO2−Aniline 4−Cl−2−NO2−Aniline BINAPH BIPHEPH (2−F−C6H4)2(Ph)P MeO−Phenylfulvene 2−NO2−Aniline 6−NO2−Indazole 5−NO2−Indazole 2,6−Cl2−Aniline (2,6−F2−C6H3)(Ph)2P 2−NO2−Imidazole Ph2P−(CH2)2−PPh2−H Ph2NH (2−F−C6H4)(Ph)2P 4−NO2−Aniline 2,5−Cl2−Aniline 4−NO2−Imidazole 4−NO2−N ,N−Dimethylaniline MePh2N (1−Napht)3P 2−Cl−Pyridine Benzotriazole TMPH Ph2P−(CH2)3−PPh2−H Quinoxaline Caffeine Indazole Ph3P 2,6−(MeO)2−Pyridine 4−F−3−NO2−Aniline 3−NO2−Aniline Pyrazine OEPH BINAP 2−Cl−Aniline 1,2,3−triazole BIPHEP 4−CF3−Aniline 9−O−1,5−(COOMe)2−N ,N'−Ph2−Bispidine 3−NO2−N ,N−Dimethylaniline Ph2P−(CH2)4−PPh2−H 2,4−F2−Aniline 4−(4−NO2−C6H4−N=N)−Aniline TCPPH 4−CF3−N ,N−Dimethylaniline Pyrimidine 4−SCN−N ,N−Dimethylaniline TPPH Pyrazole Quinazoline Ph2P−(CH2)2−PPh2 4−Br−Aniline 3−Cl−Pyridine 3−Br−N ,N−Dimethylaniline 1−NaphtNH2 Ph2P−(CH2)3−PPh2 2−MeO−Pyridine MePh2P TCPP Pyridazine (4−MeO−C6H4)3P 4−Br−N ,N−Dimethylaniline TMP Ph2P−(CH2)4−PPh2 dma−Phenylfulvene 5−NO2−Benzimidazole TPP 2−Me−Aniline Aniline 7,8−Benzoquinoline N−Me−Aniline 9−Cl−Acridine 3−MeO−N ,N−Dimethylaniline 4−NO−N ,N−Dimethylaniline 2,2'−Biquinoline N ,N−Dimethylaniline 8−NH2−2−Me−Quinoline Phthalazine 4−MeO−Aniline 5,6−Benzoquinoline Quinoline 4−Me−N ,N−Dimethylaniline Carbendazim 2,2'−Bipyridine OEP Thiabendazole Pyridine Me2PhP Acridine Isoquinoline 4−MeO−N ,N−Dimethylaniline 2−Me−Pyridine 9−O−N ,N'−(CHPh2)2−Bispidine Benzimidazole 2−NH2−Acridine Phenanthroline 9−O−1,5−(COOMe)2−N ,N'−Bn2−Bispidine 4−CF3−7−N=P1(Ph)3−Coumarin N ,N'−Ph2−Bispidine 2,6−Me2−Pyridine 2,6−(NO2)2−C6H3P1(pyrr)3 3−NH2−Pyridine 4−MeO−Pyridine 2,6−Cl2−4−NO2−C6H2P1(pyrr)3 2−NH2−Pyridine 2,6−(NH2)2−Pyridine 4−(4−NO2−C6H4−N=N)−C6H4P1(Ph)3 2,4−(NO2)2−C6H3P1(pyrr)3 2,4,6−Me3−Pyridine Imidazole 4−CF3−7−N=P1(Ph)2pyrr−Coumarin 2,3−(NH2)2−Pyridine Me3P 4−(Ph−N=N)−C6H4P1(Ph)3 Me2P−(CH2)2−PMe2 2−NH2−Benzimidazole 4−(4−dma−C6H4−N=N)−C6H4P1(Ph)3 4−(4−NO2−C6H4−N=N)−C6H4P1(Ph)2pyrr 2−NH2−1−Me−Benzimidazole 3−NH2−Acridine 2−NO2−4−CF3−C6H3P1(pyrr)3 4−CF3−7−N=P1(pyrr)2Ph−Coumarin 4−(Ph−N=N)−C6H4P1(Ph)2pyrr BnNH2 9−O−N ,N'−Bn2−Bispidine 2−NO2−5−Cl−C6H3P1(pyrr)3 4−(4−dma−C6H4−N=N)−C6H4P1(Ph)2pyrr N ,N'−Me2−Piperazine 9−O−1,5−Me2−N ,N'−Bn2−Bispidine 4−(Ph−N=N)−C6H4P1(dma)2Ph 4−NH2−Pyridine 2−NO2−4−Cl−C6H3P1(pyrr)3 4−(4−NO2−C6H4−N=N)−C6H4P1(pyrr)2Ph N ,N'−(CHPh2)2−Bispidine 4−dma−Pyridine N−Me−Piperazine N−Me−Piperidine Me2BuN Pr3N Me2EtN 4−pyrr−Pyridine 9−NH2−Acridine Cyclohexylamine 4−(Ph−N=N)−C6H4P1(pyrr)2Ph PrNH2 4−NO2−C6H4P1(pyrr)3 2,5−Cl2−C6H3P1(pyrr)3 [H][Ph]Triazine 2,6−Cl2−C6H3P1(pyrr)3 4−CF3−7−N=P1(pyrr)3−Coumarin ProtonSp−dma N ,N−Me2−Cyclohexylamine Me2N−(CH2)2−NMe2 Piperazine i−Pr2NH Et3N N−Me−Cyclohexylamine MePrNH Me2NH 4−(4−dma−C6H4−N=N)−C6H4P1(pyrr)2Ph 2−Cl−C6H4P1(dma)3 Homopiperazine [Me][Ph]Triazine Me2N−(CH2)3−NMe2 Piperidine 4−(4−NO2−C6H4−N=N)−C6H4P1(pyrr)3 Quino[7,8−h ]quinoline Pyrrolidine Me2N−(CH2)3−NH2 1−(o−Tolyl)biguanide NH2−(CH2)3−NH2 Me2N−(CH2)4−NMe2 MeNH−(CH2)3−NMe2 MeNH−(CH2)3−NH2 Me2N−(CH2)2CHMe−NMe2 2−Cl−C6H4P1(pyrr)3 4−CF3−C6H4P1(pyrr)3 4−(Ph−N=N)−C6H4P1(pyrr)3 MeHN−(CH2)3−NHMe 1−NaphtP1(pyrr)3 PhTMG 4−(4−dma−C6H4−N=N)−C6H4P1(pyrr)3 PhP1(dma)2Me 4−Br−C6H4P1(pyrr)3 PhP1(dma)3 N ,N'−(CHMePh)2−Bispidine N ,N'−Bn2−Bispidine Bispidine (−)−Sparteine PhP1(pyrr)3 N ,N'−Me2−Bispidine [Me][i−Pr]Triazine 4−MeO−C6H4P1(pyrr)3 [4−MeO−C6H4][i−Pr]IYA TMG 4−dma−C6H4P1(pyrr)3 2−{hpp}C5H4N 2−Cl−C6H4P2(dma)5 DBU [H][i−Pr]IYA 4−NO2−C6H4−CH=P(dma)3 PhP1(dma)2tmg [OMe][OMe]Guanidine [OMe][H]Guanidine [H][OMe]Guanidine [H][H]Guanidine ProtonSp−tmg 4−CF3−C6H4P2(pyrr)5 Me2−IP 2−Cl−C6H4P2(pyrr)5 MTBD 4−NO2−C6H4−CH=P(pyrr)3 IP 2,6−{hpp}2C5H3N [dma][H]Guanidine HP1(dma)3 TBD [CH2−t−Bu][i−Pr]IYA 4−Br−C6H4P2(pyrr)5 PhP2(dma)5 [H][dma]Guanidine [(CH2)3OMe][(CH2)3OMe]TMAIMG t−BuP1(pip)3 t−BuP1(dma)3 HP1(pyrr)3 [i−Pr][i−Pr]TMAIMG [dma][dma]Guanidine [Me][i−Pr]IYA [ch][ch]TMAIMG t−BuP1(TACD) MeP1(dma)3 [Et][(CH2)3dma]TMAIMG PhP2(pyrr)5 [(CH2)3dma][(CH2)3dma]TMAIMG [i−Pr][i−Pr]IYA 4−MeO−C6H4P2(pyrr)5 t−BuP1(pyrr)3 EtP1(pyrr)3 H2C{hpp}2 PhP1(tmg)2dma 4−CF3−C6H4P3(dma)7 2,5−Cl2−C6H3P3(pyrr)6NEt2 HP1(pyrr−2−CH2−N−pyrr)3 [CMe2−t−Bu][i−Pr]IYA [t−Bu][CH2−t−Bu]IYA ProtonSp−N=P(dma)3 [CMe2CH2−t−Bu][i−Pr]IYA 2−Cl−C6H4P3(dma)6NEt2 [t−Bu][i−Pr]IYA ProtonSp−N=P(i−Pr)3 ProtonSp−N=P(Me)3 4−CF3−C6H4P3(pyrr)7 ProtonSp−N=P(cp)3 4−NO2−C6H4−CH=P(tmp)3 ProtonSp−N=P(n−Bu)3 2−Cl−C6H4P3(pyrr)6NEt2 Ph−CH=P(dma)3 PhP1(tmg)3 PhP3(dma)7 4−MeO−C6H4P3(dma)7 ProtonSp−N=P(pyrr)3 Ph−CH=P(pyrr)3 PhP3(pyrr)7 t−BuP2(dma)5 Ph−CH=P(−NMe−CH2−CH2−)3N Compound 0.03 1.12 0.78 0.48 0.61 0.51

中文翻译:

不同培养基中有机碱的碱度

Ph3N (2,6-Cl2-C6H3)3P 2,3,4,5,6-Cl5-苯胺 (2,6-F2-C6H3)2(Ph)P (C6F5)(Ph)2P Cl-Phenylfulvene Thymine 2 ,3,5,6−Cl4−苯胺 H−Phenylfulvene (2−F−C6H4)3P 5−Cl−2−NO2−苯胺尿嘧啶 Me−Phenylfulvene 2−Cl−4−NO2−苯胺 4−Cl−2−NO2 −苯胺 BINAPH BIPHEPH (2−F−C6H4)2(Ph)P MeO−苯基富烯 2−NO2−苯胺 6−NO2−吲唑 5−NO2−吲唑 2,6−Cl2−苯胺 (2,6−F2−C6H3) (Ph)2P 2−NO2−咪唑 Ph2P−(CH2)2−PPh2−H Ph2NH (2−F−C6H4)(Ph)2P 4−NO2−苯胺 2,5−Cl2−苯胺 4−NO2−咪唑 4− NO2−N ,N−二甲基苯胺 MePh2N (1−Napht)3P 2−Cl−Pyridine 苯并三唑 TMPH Ph2P−(CH2)3−PPh2−H 喹喔啉 咖啡因 吲唑 Ph3P 2,6−(MeO)2−吡啶 4−F−3 −NO2−苯胺 3−NO2−苯胺 吡嗪 OEPH BINAP 2−Cl−苯胺 1,2,3−三唑 BIPHEP 4−CF3−苯胺 9−O−1,5−(COOMe)2−N ,N'−Ph2−双吡啶 3-NO2-N ,N-二甲基苯胺 Ph2P-(CH2)4-PPh2-H 2,4-F2-苯胺 4-(4-NO2-C6H4-N=N)-苯胺 TCPPH 4-CF3-N ,N-二甲基苯胺嘧啶 4-SCN-N ,N-二甲基苯胺 TPPH 吡唑 喹唑啉 Ph2P-(CH2)2- PPh2 4−Br−苯胺 3−Cl−吡啶 3−Br−N ,N−二甲基苯胺 1−NaphtNH2 Ph2P−(CH2)3−PPh2 2−MeO−Pyridine MePh2P TCPP 哒嗪 (4−MeO−C6H4)3P 4−Br -N ,N-二甲基苯胺 TMP Ph2P-(CH2)4-PPh2 dma-Phenylfulvene 5-NO2-Benzimidazole TPP 2-Me-​​Aniline 苯胺 7,8-Benzoquinoline N-Me-Aniline 9-Cl-Acridine 3-MeO-N ,N-Dimethylaniline 4-NO-N ,N-Dimethylaniline 2,2'-Biquinoline N ,N-Dimethylaniline 8-NH2-2-Me-​​Quinoline Phthalazine 4-MeO-Aniline 5,6-Benzoquinoline 喹啉 4-Me-N ,N-二甲基苯胺多菌灵 2,2'-联吡啶 OEP 噻苯达唑 Pyridine Me2PhP 吖啶异喹啉 4-MeO-N ,N-二甲基苯胺 2-Me-​​Pyridine 9-O-N ,N'-(CHPh2)2-Bispidine 苯并咪唑 2-NH2 -吖啶菲咯啉9-O-1,5-(COOMe)2-N ,N'-Bn2-Bispidine 4-CF3-7-N=P1(Ph)3-Coumarin N ,N'-Ph2-Bispidine 2,6-Me2-Pyridine 2,6-( NO2)2−C6H3P1(pyrr)3 3−NH2−吡啶 4−MeO−吡啶 2,6−Cl2−4−NO2−C6H2P1(pyrr)3 2−NH2−吡啶 2,6−(NH2)2−吡啶 4 −(4−NO2−C6H4−N=N)−C6H4P1(Ph)3 2,4−(NO2)2−C6H3P1(pyrr)3 2,4,6−Me3−吡啶咪唑 4−CF3−7−N= P1(Ph)2pyrr−香豆素 2,3−(NH2)2−吡啶 Me3P 4−(Ph−N=N)−C6H4P1(Ph)3 Me2P−(CH2)2−PMe2 2−NH2−苯并咪唑 4−(4 −dma−C6H4−N=N)−C6H4P1(Ph)3 4−(4−NO2−C6H4−N=N)−C6H4P1(Ph)2pyrr 2−NH2−1−Me−苯并咪唑 3−NH2−吖啶 2− NO2−4−CF3−C6H3P1(pyrr)3 4−CF3−7−N=P1(pyrr)2Ph−Coumarin 4−(Ph−N=N)−C6H4P1(Ph)2pyrr BnNH2 9−O−N ,N' −Bn2−Bispidine 2−NO2−5−Cl−C6H3P1(pyrr)3 4−(4−dma−C6H4−N=N)−C6H4P1(Ph)2pyrr N ,N'−Me2−哌嗪 9−O−1, 5−Me2−N ,N'−Bn2−双吡啶 4−(Ph−N=N)−C6H4P1(dma)2Ph 4−NH2−吡啶 2−NO2−4−Cl−C6H3P1(pyrr)3 4−(4−NO2−C6H4−N=N) -C6H4P1(pyrr)2Ph N ,N'-(CHPh2)2-Bispidine 4-dma-Pyridine N-Me-Piperazine N-Me-Piperidine Me2BuN Pr3N Me2EtN 4-pyrr-Pyridine 9-NH2-Acridine Cyclohexylamine 4-(Ph −N=N)−C6H4P1(pyrr)2Ph PrNH2 4−NO2−C6H4P1(pyrr)3 2,5−Cl2−C6H3P1(pyrr)3 [H][Ph]三嗪 2,6−Cl2−C6H3P1(pyrr)3 4-CF3-7-N=P1(pyrr)3-香豆素质子Sp-dma N ,N-Me2-环己胺 Me2N-(CH2)2-NMe2 哌嗪 i-Pr2NH Et3N N-Me-环己胺 MePrNH Me2NH 4-(4- dma−C6H4−N=N)−C6H4P1(pyrr)2Ph 2−Cl−C6H4P1(dma)3 高哌嗪 [Me][Ph] 三嗪 Me2N−(CH2)3−NMe2 哌啶 4−(4−NO2−C6H4−N =N)−C6H4P1(pyrr)3 Quino[7,8-h ]喹啉 吡咯烷 Me2N-(CH2)3-NH2 1-(o-Tolyl)biguanide NH2-(CH2)3-NH2 Me2N-(CH2)4-NMe2 MeNH-(CH2)3-NMe2 MeNH-(CH2) )3−NH2 Me2N−(CH2)2CHMe−NMe2 2−Cl−C6H4P1(pyrr)3 4−CF3−C6H4P1(pyrr)3 4−(Ph−N=N)−C6H4P1(pyrr)3 MeHN−(CH2) 3-NHMe 1-NaphtP1(pyrr)3 PhTMG 4-(4-dma-C6H4-N=N)-C6H4P1(pyrr)3 PhP1(dma)2Me 4-Br-C6H4P1(pyrr)3 PhP1(dma)3 N ,N'-(CHMePh)2-Bispidine N ,N'-Bn2-Bispidine Bispidine (-)-Sparteine PhP1(pyrr)3 N ,N'-Me2-Bispidine [Me][i-Pr]Triazine 4-MeO- C6H4P1(pyrr)3 [4-MeO-C6H4][i-Pr]IYA TMG 4-dma-C6H4P1(pyrr)3 2-{hpp}C5H4N 2-Cl-C6H4P2(dma)5 DBU [H][i- Pr]IYA 4−NO2−C6H4−CH=P(dma)3 PhP1(dma)2tmg [OMe][OMe]胍 [OMe][H]胍 [H][OMe]胍 [H][H]胍质子 Sp -tmg 4-CF3-C6H4P2(pyrr)5 Me2-IP 2-Cl-C6H4P2(pyrr)5 MTBD 4-NO2-C6H4-CH=P(pyrr)3 IP 2,6-{hpp}2C5H3N [dma][H]胍 HP1(dma)3 待定 [CH2-t-Bu][i-Pr]IYA 4-Br-C6H4P2(pyrr)5 PhP2(dma)5 [H][ dma]胍[(CH2)3OMe][(CH2)3OMe]TMAIMG t-BuP1(pip)3 t-BuP1(dma)3 HP1(pyrr)3 [i-Pr][i-Pr]TMAIMG [dma][ dma]胍 [Me][i-Pr]IYA [ch][ch]TMAIMG t-BuP1(TACD) MeP1(dma)3 [Et][(CH2)3dma]TMAIMG PhP2(pyrr)5 [(CH2)3dma ][(CH2)3dma]TMAIMG [i-Pr][i-Pr]IYA 4-MeO-C6H4P2(pyrr)5 t-BuP1(pyrr)3 EtP1(pyrr)3 H2C{hpp}2 PhP1(tmg)2dma 4-CF3-C6H4P3(dma)7 2,5−Cl2−C6H3P3(pyrr)6NEt2 HP1(pyrr−2−CH2−N−pyrr)3 [CMe2−t−Bu][i−Pr]IYA [t−Bu][CH2−t−Bu]IYA ProtonSp− N=P(dma)3 [CMe2CH2−t−Bu][i−Pr]IYA 2−Cl−C6H4P3(dma)6NEt2 [t−Bu][i−Pr]IYA ProtonSp−N=P(i−Pr) 3 ProtonSp−N=P(Me)3 4−CF3−C6H4P3(pyrr)7 ProtonSp−N=P(cp)3 4−NO2−C6H4−CH=P(tmp)3 ProtonSp−N=P(n−Bu) )3 2−Cl−C6H4P3(pyrr)6NEt2 Ph−CH=P(dma)3 PhP1(tmg)3 PhP3(dma)7 4−MeO−C6H4P3(dma)7 ProtonSp−N=P(pyrr)3 Ph− CH=P(pyrr)3 PhP3(pyrr)7 t-BuP2(dma)5 Ph-CH=P(-NMe-CH2-CH2-)3N 化合物 0.03 1.12 0.78 0.48 0.61 0.51
更新日期:2019-09-19
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