Literature DB >> 28608679

Oxidative Cleavage of the C═N Bond on Al(I).

Terry Chu1, Sergei F Vyboishchikov2, Bulat M Gabidullin3, Georgii I Nikonov1.   

Abstract

Reaction of the cyclic guanidine TolN═SIMe with the aluminum(I) compound NacNacAl (1) results in the unprecedented cleavage of the C-N multiple bond to give, after rearrangement, the carbene-ligated Al(III) amide, NacNac'Al(NHTol)(SIMe) (6). DFT calculations revealed that these reactions proceed via a bimolecular mechanism in which either the basic Al(I) center or the transient Al═NTol species deprotonates the methyl group of the NacNac ligand.

Entities:  

Year:  2017        PMID: 28608679     DOI: 10.1021/jacs.7b04841

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  2 in total

1.  Mechanistic insights into the insertion and addition reactions of group 13 analogues of the six-membered N-heterocyclic carbenes: interplay of electrophilicity, basicity, and aromaticity governing the reactivity.

Authors:  Zheng-Feng Zhang; Ming-Der Su
Journal:  RSC Adv       Date:  2021-06-04       Impact factor: 4.036

2.  Reduction of organic azides by indyl-anions. Isolation and reactivity studies of indium-nitrogen multiple bonds.

Authors:  Mathew D Anker; Matthias Lein; Martyn P Coles
Journal:  Chem Sci       Date:  2018-11-12       Impact factor: 9.825

  2 in total

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