| Autor: |
MacLeod, K. Cory, Lewis, Richard A., DeRosha, Daniel E., Mercado, Brandon Q., Holland, Patrick L. |
| Předmět: |
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| Zdroj: |
Angewandte Chemie International Edition; 1/19/2017, Vol. 56 Issue 4, p1069-1072, 4p |
| Abstrakt: |
Pyridine activation by inexpensive iron catalysts has great utility, but the steps through which iron species can break the strong (105-111 kcal mol−1) C−H bonds of pyridine substrates are unknown. In this work, we report the rapid room-temperature cleavage of C−H bonds in pyridine, 4-tert-butylpyridine, and 2-phenylpyridine by an iron(I) species, to give well-characterized iron(II) products. In addition, 4-dimethylaminopyridine (DMAP) undergoes room-temperature C−N bond cleavage, which forms a dimethylamidoiron(II) complex and a pyridyl-bridged tetrairon(II) square. These facile bond-cleaving reactions are proposed to occur through intermediates having a two-electron reduced pyridine that bridges two iron centers. Thus, the redox non-innocence of the pyridine can play a key role in enabling high regioselectivity for difficult reactions. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
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