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Molecules 2007, 12(7), 1471-1481; doi:10.3390/12071471
Article

Unusual Reactivity Patterns of 1,3,6,8-Tetraazatricyclo-[4.4.1.13,8]-dodecane (TATD) Towards Some Reducing Agents: Synthesis of TMEDA

*  and
Departamento de Química, Universidad Nacional de Colombia, Carrera 30 No. 45-03, Ciudad Departamento de Química, Universidad Nacional de Colombia, Carrera 30 No. 45-03, Ciudad Universitaria, Bogotá, D.C., Colombia
* Author to whom correspondence should be addressed.
Received: 10 May 2007 / Revised: 29 June 2007 / Accepted: 29 June 2007 / Published: 19 July 2007
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Abstract

N,N,N ́,N ́-Tetramethylethylenediamine (TMEDA) can be synthesized by simple reduction of 1,3,6,8-tetraazatricyclo-[4.4.1.1.3,8]dodecane (TATD), an aminal cage type amine, with formic acid. The aminal can be converted to TMEDA in high yield very easily and in a very short time. We comment on the scope and limitations of the reduction of thisaminal and propose a possible reaction mechanism.
Keywords: Aminals; TMEDA; aminal reduction; Leuckart-Wallach reaction Aminals; TMEDA; aminal reduction; Leuckart-Wallach reaction
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Rivera, A.; Rios-Motta, J. Unusual Reactivity Patterns of 1,3,6,8-Tetraazatricyclo-[4.4.1.13,8]-dodecane (TATD) Towards Some Reducing Agents: Synthesis of TMEDA. Molecules 2007, 12, 1471-1481.

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