Category Ranking

98%

Total Visits

921

Avg Visit Duration

2 minutes

Citations

20

Article Abstract

We herein report the synthesis of substituted tryptophans using Ni(II) complexes of glycine and gramines. This reaction proceeds under operationally convenient and mild conditions, using inexpensive, nontoxic, and easily accessible reagents. The reactions feature high yields and virtually complete thermodynamically controlled diastereoselectivity, providing a convenient method for the synthesis of tailor-made tryptophans.

Download full-text PDF

Source
http://dx.doi.org/10.1021/acs.joc.4c02406DOI Listing

Publication Analysis

Top Keywords

niii complexes
8
asymmetric synthesis
4
synthesis unprotected
4
unprotected tryptophan
4
tryptophan derivatives
4
derivatives gramines
4
gramines niii
4
complexes report
4
report synthesis
4
synthesis substituted
4

Similar Publications

We report the synthesis and characterization of a new Schiff base ligand (HL), derived from 2-picolylamine and 2-hydroxy-3-methoxy-5-methylbenzaldehyde. Its reaction with Ni(NO)·6HO and Ln(NO)·HO (Ln = Gd, Tb, Dy) in the presence of triethylamine affords a carbonato-bridged family of heterobimetallic NiLn complexes: [NiLn(L)(L')(μ-CO)(NO)]·MeOH·HO (). During the complexation reaction, ligand HL undergoes an oxidation, followed by C-C coupling to generate a secondary ligand (HL').

View Article and Find Full Text PDF

The unit cell of the title compound, [Ni(CHNO)]·2CHOH, consists of a neutral complex and two methanol mol-ecules. In the complex, the two tridentate 2-[3-(benzo[][1,3]dioxol-5-yl)-1-1,2,4-triazol-5-yl]-6-(1-pyrazol-1-yl)pyridine ligands coordinate to the central Ni ion through nitro-gen atoms of the pyrazole, pyridine and triazole groups, forming a pseudo-octa-hedral coordination sphere. Neighbouring mol-ecules are linked through weak C-H(pz)⋯π(ph) inter-actions into monoperiodic chains, which are further linked through weak C-H⋯H/N/C inter-actions into diperiodic layers.

View Article and Find Full Text PDF

This study presents the synthesis, structural characterization, and biological evaluation of three nickel(II) complexes containing bioactive ligands: two bidentate pyridyl alcohols (2-pymetH and 2-pyetH) and a mixed-ligand system with memantine and acetylacetone. Single-crystal X-ray diffraction revealed that all complexes adopt a distorted octahedral geometry with a {NiN₂O₄} coordination core, differing in ligand orientation, symmetry, and supramolecular packing. Complementary spectroscopic techniques, including FT-IR, Raman, and UV-Vis, confirmed successful ligand coordination and complex integrity.

View Article and Find Full Text PDF

Ni and Cu Complexes of 5-Oxa-, 5-Sulfa-, 5-Selena-, and 5-Telluracorroles.

Org Lett

September 2025

Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, China.

Cyclization of -dibromo tetrapyrrolic Ni complex with KS, NaSe, and NaTe gave Ni 5-sulfacorrole, Ni 5-selenacorrole, and Ni 5-telluracorrole, respectively, as the first example of 5-heterocorrole. The corresponding Cu 5-heterocorroles were similarly synthesized from Cu complex , while Ni 5-oxacorrole was synthesized by reaction of with Ni(cod) and 2,2'-bipyridine and subsequent oxygen-insertion reaction of molecular oxygen, and Cu 5-oxacorrole was obtained from reaction of with Cu thiophene-2-carboxylate (CuTC) and tetrabutylammonium hydroxide. Moderate aromatic characters of the Ni 5-heterocorroles are evinced by the H NMR chemical shifts, the absorption spectra, and DFT calculations.

View Article and Find Full Text PDF

A tight binding pocket in photoluminescent N^C^N cyclometalated Pt(II), Pd(II), and Ni(II) complexes.

Dalton Trans

September 2025

University of Cologne, Faculty for Mathematics and Natural Sciences, Department of Chemistry and Biochemistry, Institute for Inorganic and Materials Chemistry, Greinstrasse 6, D-50939 Köln, Germany.

In the frame of our research aiming to develop efficient triplet-emitting materials, we are exploring the role of the second coordination sphere in enhancing the rigidity of structures and its controlling aspect over the extents of excited state distortions. We thus synthesised three N^C^N cyclometalated complexes [M(L)Cl] (M = Pt, Pd, and Ni), where the two -positions of the pyridyl moieties in 1,3-di(2-pyridyl)-benzene are benzyl substituted (Bn) forming a tight binding pocket for the metal and the Cl ancillary ligand. The molecular structures from single-crystal X-ray diffraction show a markedly distorted square planar M(II) coordination with values of around 0.

View Article and Find Full Text PDF