Schiff bases derived from hydroxyl naphthaldehydes and o-substituted anilines have been prepared and their tautomerism assessed by spectroscopic, crystallographic, and computational methods. Tautomeric equilibria have also been studied and reveal in most cases a slight preference of imine tautomers in solution; a fact supported by DFT calculations in the gas phase as well as incorporating solve...

The strong π-π interactions in the stacking layers of two-dimensional covalent organic frameworks (2D-COFs), together with rotationally labile imine linkages, make most of the solid state imine-linked COFs non-fluorescent due to fluorescence quenching processes. Here, we report the successful synthesis of highly photoluminescent imine-based 2D-COFs by integrating a non-planar building unit with...

Mechanistic investigations of a Rh(I)-catalyzed direct C−H alkylation of benzylic amines with alkenes, formally an C(sp)−H activation, reveal this reaction to proceed via imine intermediates and, hence, via C(sp)−H activation. The reaction shows a primary kinetic isotope effect of 4.3 at the benzylic C−H position together with a reversible H−D exchange at the same position, which indicates that...

Borohydride reduction of the imine groups in a pyruvate-derived cobalt(III) complex, (OC-6-33')-[Co(Aim(2)trien)](2)[ZnCl(4)], occurs with high diastereoselectivity. The major diastereoisomeric product, (OC-6-33'-ARSSR,CSRRS)-[Co(A(2)trien)]Cl has been isolated and crystallographically characterised. The results from base-induced isomerisation of the major isomer allow us to conclude that most ...

In the title compound, C(29)H(25)N(3)O(3), the imine double bond has an E configuration. The dihedral angle between the hy-droxy-phenyl and benzene rings in the imine moiety is 26.95 (9)°, and the dihedral angle between the hy-droxy-phenyl and benzimidazole rings in the other moiety is 14.83 (9)°. These angles are probably limited to small values as a consequence of two strong intra-molecular O...

The imine linkages of two layered, porous covalent organic frameworks (COFs), TPB-TP-COF ([C6H3(C6H4N)3]2[C6H4(CH)2]3, 1) and 4PE-1P-COF ([C2(C6H4N)4][C6H4(CH)2]2, 2), have been transformed into amide linkages to make the respective isostructural amide COFs 1' and 2' by direct oxidation with retention of crystallinity and permanent porosity. Remarkably, the oxidation of both imine COFs is compl...

The title compound, C23H21N3O2, is constructed about an almost planar disubstituted amino-urea residue (r.m.s. deviation = 0.0201 Å), which features an intra-molecular amine-N-H⋯N(imine) hydrogen bond. In the 'all-trans' chain connecting this to the terminal meth-oxy-benzene residue, the conformation about each of the imine and ethyl-ene double bonds is E. In the crystal, amide-N-H⋯O(carbon-yl)...

Chiral polyborate based Brønsted acids prepared from the VANOL and VAPOL ligands are known to catalyze the reaction of diarylmethyl imines with diazoesters to give cis-aziridines. In the present work, this same catalyst is shown to catalyze the reaction of the same imines with diazoacetamides to give trans-aziridines with the same high asymmetric inductions as seen with cis-aziridines, enabling...

The title chiral imine, C(17)H(15)NS, has been obtained via a direct synthesis route. The imine group displays the common E configuration, and is almost coplanar with the thio-phene heterocycle; the dihedral angle between the C=N-C group and the thio-phene ring is 5.1 (8)°. In contrast, the naphthyl group makes an angle of 83.79 (13)° with the thio-phene ring. The observed solid-state mol-ecula...

3,4-Dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine (PD 404182) is a virucidal heterocyclic compound active against various viruses, including HCV, HIV, and simian immunodeficiency virus. Using facile synthetic approaches that we developed for the synthesis of pyrimido[1,2-c][1,3]benzothiazin-6-imines and related tricyclic derivatives, the parallel structural optimizations of the central...