The chemistry of amine radical cations produced by visible light photoredox catalysis

• Jie Hu,
• Jiang Wang,
• Theresa H. Nguyen and
• Nan Zheng

Beilstein J. Org. Chem. 2013, 9, 1977–2001, doi:10.3762/bjoc.9.234

• are emerging as a powerful tool in amine synthesis. This article reviews synthetic applications of amine radical cations produced by visible light photocatalysis. Keywords: α-amino radical; amine radical cation; catalysis; distonic ion; free radical; iminium ion; photoredox; visible light

• (distonic ion) [106]. We have applied Ru(bpz)3(PF6)2-catalyzed photooxidation of N-cyclopropylanilines to induce this rearrangement reaction. The resulting distonic ion was then intercepted by alkenes to produce [3 + 2] annulation products (Scheme 32) [107]. An aryl group on the amine was required for the

• ring opening to release the ring strain while producing a distonic ion 149 with a primary radical. Distonic ion 149 is added via a Giese-type radical addition to an alkene, yielding a more stable distonic ion 151 with a secondary radical. Intramolecular addition of the secondary radical to the iminium

A study on electrospray mass spectrometry of fullerenol C₆₀(OH)₂₄

• Mihaela Silion,
• Andrei Dascalu,
• Mariana Pinteala,
• Bogdan C. Simionescu and
• Cezar Ungurenasu

Beilstein J. Org. Chem. 2013, 9, 1285–1295, doi:10.3762/bjoc.9.145

• ions centered at m/z 1055 [M − 4H2O − H]− and m/z 983 [M − 8H2O − H]−. Along with the singly charged [M − nH2O − H]− ions, six types of singly and multiply charged simple and distonic ion clusters and solvent adducts were detected within m/z 1000 and m/z 3000 (Figure 1 and Table 1): [M(n) − nH2O − xH]x