372137-84-3Relevant academic research and scientific papers
Manganese amido-imine bisphenol Hangman complexes
Yang, Jenny Y.,Nocera, Daniel G.
, p. 4796 - 4798 (2008/12/22)
A modular ligand macrocycle is composed from two phenolic groups linked to a cyclohexane bridge through an amide bond and an imine bond. The stability of the asymmetric linkers to metathesis permits a macrocyclic platform to be assembled from the condensation of two different phenolic groups in a single-step, high yield, reaction. The primary coordination sphere may be tuned with functional groups on one phenolic group. The other phenolic group may be modified with a scaffold possessing a proton transfer group. In this way, control over the secondary coordination sphere of the macrocycle is achieved. Manganese complexes of the amido-imine linked macrocycle catalytically epoxidizes 1,2-dihydronapthalene using sodium hypochlorite as the oxidant. The amido-imine macrocycles represent a new metal active site capable of supporting high oxidation states and attendant atom transfer chemistry while at the same time permitting control over the primary and secondary sphere of the metal center.
A practical route to regiospecifically substituted (R)- and (S)-oxazolylphenols
Scheurer, Andreas,Mosset, Paul,Bauer, Walter,Saalfrank, Rolf W.
, p. 3067 - 3074 (2007/10/03)
New, diversely substituted phenolic oxazolines 14a-d and 15a-d were prepared by two complementary routes A and B, starting from salicylic derivatives 4-7 and various enantiomerically pure 1,2-amino alcohols 13a-d. In route A, the 1,2amino alcohols 13a-d were directly condensed with the salicylic acids 5 and 7, using the Appel reaction, whereas in route B the amino alcohols 13b-d were treated with the 2-hydroxybenzonitriles 4 and 6, under Witte-Seeliger conditions. The latter route was advantageous for L-valinol 13b and L-tert-leucinol 13c, while route A was the method of choice for the new, sterically demanding amino alcohol 13a, prepared from D- and L-serine. The nitro group in the salicylic derivatives 5 and 6 was introduced by means of a regiospecific ipso substitution of a tert-butyl group by nitric acid. The structure of the nitro product 5 was unambiguously assigned by NOE spectroscopy on the basis of the recently developed DPFGSE-ROE pulse sequence.
