e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Catalytic alkyl group exchange reaction of primary and secondary amines

S Murahashi, N Yoshimura, T Tsumiyama…

Index: Murahashi; Yoshimura; Tsumiyama; Kojima Journal of the American Chemical Society, 1983 , vol. 105, # 15 p. 5002 - 5011

Full Text: HTML

Citation Number: 162

Abstract

Conclusion Proton-transfer rates between B and HA depend on the B/H/A angle and the B/HA distance. Ideally one would like to construct a three-dimensional map having reactivity, angularity, and distance as its axes. Each point on the map would represent a rate constant from a rigid molecule in which B and HA are fixed in a particular ground-state geometry. We have synthesized three such systems, and the data on them are easily summarized: The ...

Pyrrolidine Structure

N-Methylbenzylamine Structure

N-Methylbenzylamine

~92%

N-Benzylcyclohexylamine Structure

N-Benzylcyclohe...

Cyclohexanamine,N-(phenylmethylene)- Structure

Cyclohexanamine...

Detail

alpha-Furfuryliden-alpha-furylmethylamine Structure

alpha-Furfuryli...

~69%

N,N-BIS(2-FURYLMETHYL)AMINE Structure

N,N-BIS(2-FURYL...

Furfurylamine Structure

~64%

alpha-Furfuryliden-alpha-furylmethylamine Structure

alpha-Furfuryli...

N,N-BIS(2-FURYLMETHYL)AMINE Structure

N,N-BIS(2-FURYL...

1,8-Diaminooctane Structure

1,8-Diaminooctane

~73%

BIS(8-AMINOOCTYL)AMINE Structure

BIS(8-AMINOOCTY...

putrescine Structure

N-Methylbenzylamine Structure

N-Methylbenzylamine

~70%

methylamine Structure

N-benzylputrescine Structure

N-benzylputrescine

N-Benzylidenemethanamine Structure

N-Benzylideneme...

N-Methylbenzylamine Structure

N-Methylbenzylamine

~74%

Benzenemethanamine,N-(phenylmethylene)- Structure

Benzenemethanam...

Aziridine Structure

bis(3-aminopropyl)amine Structure

bis(3-aminoprop...

~63%

N'-[3-(2-aminoethylamino)propyl]propane-1,3-diamine Structure

N'-[3-(2-aminoe...

Aziridine Structure

1,2-Ethanediamine Structure

1,2-Ethanediamine

~78%

Diethylenetriamine Structure

Diethylenetriamine

Pyrrolidine Structure

N-Methylbenzylamine Structure

N-Methylbenzylamine

~74%

1-benzylpyrrolidine Structure

1-benzylpyrrolidine

methylamine Structure

Pyrrolidine Structure

N-Methylbenzylamine Structure

N-Methylbenzylamine

~9%

N-Benzylcyclohexylamine Structure

N-Benzylcyclohe...

Cyclohexanamine,N-(phenylmethylene)- Structure

Cyclohexanamine...

Detail

o-Phenylenediamine Structure

o-Phenylenediamine

N-Methylbenzylamine Structure

N-Methylbenzylamine

~24%

1-benzyl-2-phenylbenzimidazole Structure

1-benzyl-2-phen...

2-Phenyl-1H-benzo[d]imidazole Structure

2-Phenyl-1H-ben...

Azetidine Structure

Diethylenetriamine Structure

Diethylenetriamine

~60%

N'-[2-(2-aminoethylamino)ethyl]propane-1,3-diamine Structure

N'-[2-(2-aminoe...

N-Methylbutylamine Structure

N-Methylbutylamine

Hexylamine Structure

~76%

N-Butylhexylamine Structure

N-Butylhexylamine

methylamine Structure

Allylamine Structure

~92%

N-prop-2-enylpropan-1-imine Structure

N-prop-2-enylpr...

1,3-Diaminopropane Structure

1,3-Diaminopropane

N-Methylbenzylamine Structure

N-Methylbenzylamine

~68%

2-phenyl-1,4,5,6-tetrahydropyrimidine Structure

2-phenyl-1,4,5,...

N1-Benzylpropane-1,3-diamine Structure

N1-Benzylpropan...

Detail

Piperidine Structure

N-Methylbutylamine Structure

N-Methylbutylamine

~98%

Piperidine, 1-butyl- Structure

Piperidine, 1-butyl-

methylamine Structure

Aziridine Structure

1,2-Ethanediamine Structure

1,2-Ethanediamine

~86%

3-(2-AMINOETHYLAMINO)PROPYLAMINE Structure

3-(2-AMINOETHYL...

Azetidine Structure

1,2-Ethanediamine Structure

1,2-Ethanediamine

~67%

3-(2-AMINOETHYLAMINO)PROPYLAMINE Structure

3-(2-AMINOETHYL...

Pyrrolidine Structure

~57%

1-(4-pyrrolidin-1-ylbutyl)pyrrolidine Structure

1-(4-pyrrolidin...

Azetidine Structure

~90%

1-Azetidinepropanamine Structure

1-Azetidineprop...

Azetidine Structure

1,3-Diaminopropane Structure

1,3-Diaminopropane

~0%

bis(3-aminopropyl)amine Structure

bis(3-aminoprop...

1-Azetidinepropanamine Structure

1-Azetidineprop...

Hexylamine Structure

N-Methylbenzylamine Structure

N-Methylbenzylamine

~55%

N-Hexylbenzenemethaneimine Structure

N-Hexylbenzenem...

N-benzylhexan-1-amine Structure

N-benzylhexan-1...

Hexylamine Structure

N-Methylbenzylamine Structure

N-Methylbenzylamine

~54%

N-Hexylbenzenemethaneimine Structure

N-Hexylbenzenem...

N-benzylhexan-1-amine Structure

N-benzylhexan-1...

Detail

Hexylamine Structure

N-Methylaniline Structure

N-Methylaniline

~98%

Methyl-n-hexylamine Structure

Methyl-n-hexylamine

Structure

Piperidine Structure

~95%

Piperidine,1,1'-(1,5-pentanediyl)bis- Structure

Piperidine,1,1'...

N-Methylbenzylamine Structure

N-Methylbenzylamine

~83%

dibemethine Structure

methylamine Structure

1,3-Diaminopropane Structure

1,3-Diaminopropane

Allylamine Structure

~97%

2-ethyl-1,3-diazinane Structure

2-ethyl-1,3-dia...

N-Methylbutylamine Structure

N-Methylbutylamine

N-Methylbenzylamine Structure

N-Methylbenzylamine

~77%

N-benzyl-N-methylbutan-1-amine Structure

N-benzyl-N-meth...

methylamine Structure

Piperidine Structure

N-Methylbenzylamine Structure

N-Methylbenzylamine

~98%

1-Benzylpiperidine Structure

1-Benzylpiperidine

methylamine Structure

N-Ethylaniline Structure

~95%

N,N-Diethylaniline Structure

N,N-Diethylaniline

Highly active and selective supported iron oxide nanoparticl...

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Cu-Catalyzed Aerobic Oxidation of Di-tert-butyl Hydrazodicar...

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Dearomative radical spirocyclization from N-ce: raghubenzylt...

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Demonstration of the facile reversibility of fulvene formati...

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