Consider the following statement(s) in the context of organometallic complex (X):

F1 Madhuri Teaching 06.02.2023 D1

A. The carbene ligand donates two electrons to the metal and accepts d electrons to make a π-bond

B. The C (carbene) is nucleophilic

C. Rotation around the Cr=C(OMe)Me double bond has low barrier (< 10 kcal/mol)

Correct statement(s) is/are:

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CSIR-UGC (NET) Chemical Science: Held on (16 Feb 2022)
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  1. A and B
  2. A only
  3. A and C
  4. B and C

Answer (Detailed Solution Below)

Option 3 : A and C
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Detailed Solution

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Concept:

The given organometallic compound is type of carbene. There are two types of carbene:

  1. Fischer carbene; (CO)5M=C(OMe)R
  2. Schrock carbene; LnM=C

So the given organometallic compound is a type of Fischer carbene

F1 Madhuri Teaching 06.02.2023 D2

Explanation:

  • Fischer carbene is singlet and electrophilic in nature
  • It generally obeys 18e- rule
  • It is two electron donor
  • Metal is present in the low oxidation state as compare to the Schrock carbene
  • Metal is electron rich and therefore carbene is electron deficient

F1 Madhuri Teaching 06.02.2023 D3

  • Carbene carbon should have at least one Z type group (OR, SH, SR, NH2)
  • Actual structure of Fischer carbene lies between the above two resonating structure and there is partial double bond
  • Due to the this resonating structure, rational barrier across the metal and carbene carbon is low because there is no complete double bond present
  • From the above explanation it is clear that Fischer carbene is two electron donor, therefore statement A is correct.
  • However statement B is wrong as it is electrophilic and the rotational barrier across double bond is low so statement C is also correct.

Conclusion:

Hence, the correct statements are A and C and therefore the correct answer is option 3.

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