B-phenylated o-carboranes and its chromium derivatives: Synthesis, electrochemical properties, and X-ray structural studies
- Authors
- Kim, So-Yoen; Ma, So-Young; Kang, Sang Ook; Lee, Jong-Dae
- Issue Date
- 15-6월-2018
- Publisher
- ELSEVIER SCIENCE SA
- Keywords
- B-phenylated o-carborane; LUMO energy stabilization; Electron withdrawing moiety; Chromium metal complexes; Pi-backbonding
- Citation
- JOURNAL OF ORGANOMETALLIC CHEMISTRY, v.865, pp.100 - 108
- Indexed
- SCIE
SCOPUS
- Journal Title
- JOURNAL OF ORGANOMETALLIC CHEMISTRY
- Volume
- 865
- Start Page
- 100
- End Page
- 108
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/74918
- DOI
- 10.1016/j.jorganchem.2018.02.048
- ISSN
- 0022-328X
- Abstract
- The electron accepting capability of B-phenylated o-carborane is greatly improved through favorable electronic interactions between the two adjoining phenyl-pi* and cage carbon-sigma* orbitals. Phenyl substitution at the boron atom in the 3-position directs the two phenyl groups of the cage carbon atoms to a face-to-face position and locks them into a rigid conformation, which gives rise to extensive electronic delocalization and maximum energy stabilization from the lowest unoccupied molecular orbital (LUMO). A reversible reduction peak from the cyclovoltammogram (CV) at -1.72 V and a broad and extended UV absorption (lambda(max) = 277 nm) substantiate such LUMO stabilization, thereby augmenting the electron accepting capability of o-carborane. Due to electron depletion from the adjacent o-carborane, the adjoined phenyl groups act as potential pi-acid; indeed, when B-phenylated 1,2-diphenyl-o-carborane was reacted with Cr(CO)(6), bi- and trimetallic chromium complexes were selectively formed in an eta(6)-bonding fashion between the chromium atoms and phenyl groups. (C) 2018 Elsevier B.V. All rights reserved.
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