Miao, Meng published the artcileVisible-light-mediated external-reductant-free reductive cross coupling of benzylammonium salts with (hetero)aryl nitriles, Product Details of C8H4N2, the main research area is diarylmethane preparation; benzylammonium salt aryl nitrile photocatalyst cross coupling.
A novel visible-light-mediated external reductant-free reductive cross coupling for the construction of C sp2-C sp3 bonds was reported. A variety of benzylammonium salts RCH(R1)N+(CH3)3O-S(O)2CF3 (R = naphthalen-2-yl, 1-benzothiophen-3-yl, 4-tert-butylphenyl, etc.; R1 = H, Me, n-Pr) and 1,2,3,4-tetrahydro-N,N,N-trimethyl-1-naphthalenaminium 1,1,1-trifluoromethanesulfonate underwent selective coupling with (hetero)aryl nitriles R2CN (R2 = 4-cyano-3-methylphenyl, 2-phenylpyridin-4-yl, isoquinolin-1-yl, etc.) to deliver important diarylmethanes RCH(R1)R2 and 4-(1,2,3,4-tetrahydronaphthalen-1-yl)benzonitrile under mild reaction conditions. Importantly, photocatalysts can be omitted for many cases, which might involve the electron donor acceptor (EDA) complex. Mechanistic studies indicated that benzylic radicals might be involved as the key intermediates. Moreover, the in situ NMe3 generated via cleavage of C-N bond in ammonium salts acts as the electron donor, thus avoiding the use of external-reductant.
Science China: Chemistry published new progress about Aromatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Product Details of C8H4N2.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts