2017年7月12日 · One could reasonably assume a carbocation to have $\mathrm{sp^{3}}$ hybridization with an empty $\mathrm{sp^{3}}$ orbital giving positive charge. However, the reactivity of a carbocation more closely resembles $\mathrm{sp^{2}}$ hybridization with a trigonal planar molecular geometry. (Emphasis, mine)

2015年2月3日 · Note that some vinylic carbocations cannot rehybridize to an $\ce{sp^2}$ carbocation carbon with a p orbital due to geometrical constraints, and they are even harder to generate. Examples would be the phenyl carbocation and vinylic carbocations in small rings, like the cyclohexenyl carbocation (see figure below).

2022年10月27日 · Therefore this carbon now has an sp hybridization. The carbon atom without a double bond in cyclopropene has sp3 hybridization because it is attached to four entities (two C atoms, two H atoms, no lone pairs). Yank off an H– from …

2015年10月22日 · Let's take the case of a carbocation. Suppose we start with an $\ce{sp^3}$ hybridized carbon in a molecule like $\ce{R_3C-I}$ and subject it to conditions where it ionizes to an $\ce{sp^2}$ hybridized carbocation and $\ce{I-}$. (image source) Your question is basically, why did the central carbon rehybridize from $\ce{sp^3}$ to $\ce{sp^2}$?

2019年5月29日 · The latter was concluded to be more basic because of the sp3 hybridization of the positively charged nitrogen opposed to the sp2 hybridization of the pyridine nitrogen. The p orbitals are higher in energy, hence, the higher the p influence on the final hybrid orbital the bigger it will be in energy.

2016年4月18日 · I think this answer could be given in terms of hybridization as in benzene carbocation C is sp (%s character↑ then Electronegativity↑) and +ve charge is less stable on it and of course angle strain is also cause instability whereas in acetylene carbocation C+ has complex hybridization (I have not study yet) and HCC+ ion (hypothetically exist) then its sp mixing also involve π bonds leads ...

2018年3月13日 · Look at the figure below, notice that in the alkyl carbocation on the left the cationic center is attached to an $\ce{sp^3}$ carbon, whereas in the vinylic cation in the middle, the cationic center is attached to a more electronegative $\ce{sp^2}$ carbon. For a positive center to be attached to a more electronegative group is destabilizing.

2019年2月9日 · This point (iv) has been given under reasons for extremely low reactivity of aryl and vinyl halides. I cannot understand it. First of all, isn't the positive carbon atom in phenyl as well as vinyl carbocation sp-hybridized. But in the point, the positively charged carbon atom of the phenyl carbocation is referred to as sp2-hybridized.

2013年9月24日 · Hybridization is a concept, which is often misconceived. One has to understand, that it is a mathematical concept, which explains a certain bonding situation (in an intuitive fashion). In a molecule the equilibrium geometry will be formed respecting steric and electronic interactions and possibly interactions with a medium or external field.

2017年4月8日 · If anything this seems to be more favorable as an sp carbocation is likely less stable than an sp3 carbocation. That's the problem, sp2 and sp hybridized carbocations are less stable than sp3. Those carbocations are difficult to form and will likely undergo rearrangement faster than attack of the aromatic ring.