Chemical Hermaphroditism:  The Potential of the Cr(CO)3 Moiety To Stabilize Transition States and Intermediates with Anionic, Cationic, or Radical Character at the Benzylic Position

• Published in: Journal of the American Chemical Society Vol. 121; no. 15; pp. 3596 - 3606
• Main Authors: Merlic, Craig A, Walsh, Joseph C, Tantillo, Dean J, Houk, K. N
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 21.04.1999; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Multidisciplinary; Physical Sciences; Science & Technology; M = FE; ORGANIC-SYNTHESIS; HYPERSENSITIVE MECHANISTIC PROBE; TUNGSTEN CARBENE COMPLEXES; SUBSTITUTED CYCLOPROPYLCARBINYL RADICALS; AB-INITIO CALCULATIONS; GAS-PHASE ACIDITIES; DENSITY-FUNCTIONAL THEORY; RING OPENINGS; MOLECULAR-ORBITAL CALCULATIONS

It is known that both benzylic cations and anions are stabilized by Cr(CO)3 complexation. This unusual characteristic of chromium arenes has been the subject of many synthetic, spectroscopic, and physical organic studies over the last four decades. The effect of Cr(CO)3 on benzylic radicals has rece...