De Novo Synthesis of Bacteriochlorins Bearing Four Trideuteriomethyl Groups was written by Jing, Haoyu;Tang, Qun;Bocian, David F.;Lindsey, Jonathan S.. And the article was included in Organics in 2022.HPLC of Formula: 34946-82-2 This article mentions the following:
Site-specific introduction of isotopes in tetrapyrrole macrocycles provides the foundation for probing physicochem. features germane to photosynthetic energy-transduction processes, but has chiefly been done with porphyrins rather than the more biol. relevant hydroporphyrin analogs of native photosynthetic pigments. A prior study incorporated pairwise 13C or 15N atoms in the skeleton of a bacteriochlorin containing a gem-di-Me group in each pyrroline ring. Here, a complementary effort is reported that installs deuterium atoms in substituents at the perimeter of a bacteriochlorin. Thus, perdeuteriated 3-methyl-2,4-pentanedione was converted in an 8-step synthesis via the intermediacy of tert-Bu 5-formyl-3,4-bis(trideuteriomethyl)pyrrole-2-carboxylate to the 2,3,12,13-tetrakis(trideuteriomethyl)-8,8,18,18-tetramethylbacteriochlorin (BC-2). The fidelity of isotope substitution was maintained throughout the synthesis. Resonance Raman spectroscopy of the copper chelate (CuBC-2) revealed that addition of the four β-pyrrolic substituents alone is not sufficient to account for the vibronic complexity observed for the copper chelate of bacteriochlorophyll a (CuBChl a). The increased vibronic activity exhibited by the natural pigments and CuBChl a must arise from the increased structural complexity of the macrocycle. In the experiment, the researchers used many compounds, for example, Copper(II) trifluoromethanesulfonate (cas: 34946-82-2HPLC of Formula: 34946-82-2).
Copper(II) trifluoromethanesulfonate (cas: 34946-82-2) belongs to copper catalysts. The transition metal-catalyzed chemical transformation of organic electrophiles and organometallic reagents has turned up as an exceedingly robust synthetic tool. Copper of different valence states can be used to catalyze the coupling reaction, especially the Ullmann coupling reaction. HPLC of Formula: 34946-82-2
Referemce:
Copper catalysis in organic synthesis – NCBI,
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”