The Full Wiki

More info on Four-center two-electron bond

Four-center two-electron bond: Wikis


Note: Many of our articles have direct quotes from sources you can cite, within the Wikipedia article! This article doesn't yet, but we're working on it! See more info or our list of citable articles.


From Wikipedia, the free encyclopedia

A four-center two-electron bond is a type of chemical bond in which four atoms share two electrons in bonding which is unusual because in ordinary chemical bonds two atoms share two electrons (2c-2e bonding). This type of bonding is postulated in certain cluster compounds. For instance, the borane B6H7- anion, is a B6H62- octahedron with an additional proton attached to one of the triangular faces. [1]. As a result the octahedron is distorted and a BBBH rhomboid ring can be identified in which this 4c-2e bonding takes place. This type of bonding is associated with electron deficient rhomboid rings in general [2] and is a relatively new research field, fitting in with the already well established three-center two-electron bonds and three-center four-electron bonds.

An example of a purely organic compound with four-center two-electron bonding is the adamantyl dication.[3]


  1. ^ A new 4c–2e bond in B6H7– Kathrin Hofmann, Marc H. Prosenc and Barbara R. Albert Chem. Commun., 2007, 3097 - 3099, doi:10.1039/b704944g
  2. ^ Electron-Deficient Bonding in Rhomboid Rings Musiri M. Balakrishnarajan and Roald Hoffmann J. Am. Chem. Soc.; 2004; 126(40) pp 13119 - 13131; (Article) DOI: 10.1021/ja0467420
  3. ^ Matthias Bremer, Paul von Ragué Schleyer, Karl Schötz, Michael Kausch, Michael Schindler Four-Center Two-Electron Bonding in a Tetrahedral Topology. Experimental Realization of Three-Dimensional Homoaromaticity in the 1,3-Dehydro-5,7-adamantanediyl Dication. Angewandte Chemie International Edition in English 1987, 26, 761-763. doi:10.1002/anie.198707611


Got something to say? Make a comment.
Your name
Your email address