Question

Nitrogen ylides are less stable than phosphorus ylides

Answer 1

Answer:

Yes

Explanation:

Answer 2

Final answer: The high stability of phosphorus ylides is due to the strong stabilization of the negative charge and phosphonium group. The negative charge on the carbon atom is stabilized by the neighboring phosphonium moiety. This kind of situation not happen properly in nitrogen ylides, so nitrogen ylides are less stable than phosphorus ylides.

Given that: We are given, nitrogen ylides are less stable than phosphorus ylides.

To find: We have to find why nitrogen ylides are less stable than phosphorus ylides.

Explanation:

• An ylide is a neutral dipolar molecule which containing a negatively charged atom that directly attached to a positively charged heteroatom. The negatively charged atom is nucleophilic center.

• A nitrogen ylides are the key intermediate involved in the reaction of  with acetylenes results in pyrrolinones. Nitrogen ylides are versatile synthons in organic synthesis.

• Phosphorus ylides are 1,2-dipolar compounds which containing a negative charged on the carbon atom and the positive formal charge end is a tetravalent phosphorous atom.

• The high stability of phosphorus ylides is due to the strong stabilization of the negative charge and phosphonium group. The negative charge on the carbon atom is stabilized by the neighbouring phosphonium moiety, but can also be shifted the negative charge towards other substituents this making ylides strong $\pi$ donor ligands. Hence phosphorus ylides are ideal substituents to stabilize reactive compounds such as cations and low-valent main group compounds.

• This kind of situation not happen properly in nitrogen ylides, so nitrogen ylides are less stable than phosphorus ylides.

To know more about the concept please go through the links

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