Carbenes: Synthesis,

properties, and
organometallic chemistry

Presented by:
Sunetra Samanta(21CY05008)
School of Basic Sciences
IIT Bhubaneswar
11th December, 2022
 Outline
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Introduction to Carbene

Metal carbene

Generation

Metathesis

Applications
 Carbene
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carbene is a molecule They are called

containing a neutral conjugate base of
carbon atom with a Their octet is not carbocation.
valence of two and two highly reactive neutral complete (have only 6
unshared valence species containing a electrons), hence
electron. divalent carbon. It acts electrophilic in nature.
as intermediate.

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 METAL CARBENE( CARBENOIDS)
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• There are two types of metal carbene: Fischer and Schrock carbene
• Fischer carbene: The Fischer type carbene complexes are usually
formed with metal centers at a low oxidation state. These are also
commonly observed for the more electron rich late−transition metals
that participate in the LnM→CR2 type metal to ligand
π−back donation.
• Schrock carbene: It is a carbene with high oxidation state,non π-
donor ligand. It is a triplet carbene and nucleophilic in nature.

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 Examples
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 Generation of Carbenoids
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 Metathesis
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Involves two olefin substrates which form a four-membered ring
intermediate and then rearrange the substituents to form two new carbon-
carbon double bonds.

Allows the exchange of substituents between

different olefins - a transalkylidenation. This
reaction was first used in petroleum reformation for
the synthesis of higher olefins (Shell higher olefin
process - SHOP), with nickel catalysts under high
pressure and high temperatures.

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Thank You