COA of Formula: C5H7N. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 3-Methyl-1H-pyrrole, is researched, Molecular C5H7N, CAS is 616-43-3, about Regioselective Electrophilic Substitution and Addition Reactions at an N-Coordinated Pyrrolyl Ligand in (PMe2Ph)3Cl2Re(NC4H4). Author is DuBois, M. Rakowski; Vasquez, Lisa D.; Peslherbe, L.; Noll, B. C..
The reaction of excess pyrrolyllithium with mer-(PMe2Ph)3ReCl3 gives the air-stable product mer-(PMe2Ph)3Cl2Re(NC4H4) (1), which was characterized by spectroscopic techniques and by an x-ray diffraction study. 1 Reacts with electrophiles to form new Re(III) complexes with regioselectively substituted pyrrolyl ligands. For example, reaction with 1 equiv of N-chlorosuccinimide forms the complex with a 3-chloropyrrolyl ligand, while reaction with excess reagent produces the 3,4-dichloropyrrolyl and 2,3,4-trichloropyrrolyl complexes. The regiochem. of the reactions was established from 1H NMR data, and the structure of the dibrominated (PMe2Ph)3Cl2Re(3,4-NC4H2Br2) (5) was confirmed by x-ray diffraction. Reaction of 1 with Me triflate produces after workup (PMe2Ph)3Cl2Re(3-NC4H3Me) (6), and further reaction of 6 with Me triflate yields (PMe2Ph)3Cl2Re(3,4-NC4H2(Me)2) (7). In contrast, triflic acid protonates the pyrrolyl ligand of 1 at the α-C to form [(PMe2Ph)3Cl2Re(NC4H5)]OTf (8), which was identified by an x-ray diffraction study. The Michael addition of di-Me acetylenedicarboxylate to the β-C of the pyrrolyl ligand in 1 also was characterized. Methods for the removal of the substituted pyrrolyl ligands from the Re center are described.
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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate