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chapter 2 palladium catalysts in suzuki cross- coupling reaction

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As a result, organic group or hydride is transferred to Pd (Figure 2.7.). A driv<strong>in</strong>g force<br />

for the <strong>reaction</strong> called transmetallation, is due to the difference <strong>in</strong> the electro negativities<br />

of two metals (Tsuji 1995).<br />

L<br />

R X<br />

Pd<br />

L<br />

M - R'<br />

L<br />

R<br />

L<br />

R'<br />

Pd M<br />

X<br />

Figure 2.7. Transmetallation<br />

(Source: Tsuji 1995)<br />

L<br />

R R'<br />

Pd<br />

L<br />

+<br />

MX<br />

M: ma<strong>in</strong> group metal<br />

In Suzuki <strong>reaction</strong>s, transmetallation between organo<strong>palladium</strong> (II) halides and<br />

organoboron compounds does not occur readily due to the low nucleophilicity of<br />

organic group on boron atom. However, the nucleophilicity of organic group on boron<br />

atom can be enhanced with base giv<strong>in</strong>g the correspond<strong>in</strong>g “ate” complexes (Miyaura<br />

and Suzuki 1995).<br />

2.2.1.3. Reductive Elim<strong>in</strong>ation<br />

Reductive elim<strong>in</strong>ation is simply the reverse <strong>reaction</strong> of oxidative addition. In<br />

this step, two carbon metal bonds are broken (Tsuji 1995). The catalytic cycle is<br />

completed by reduction of the Pd II species <strong>in</strong>to a Pd 0 species and f<strong>in</strong>ally coupl<strong>in</strong>g<br />

product forms (Figure 2.8.).<br />

L<br />

L<br />

Pd II<br />

R<br />

R' 2L<br />

L<br />

L<br />

Pd 0<br />

Figure 2.8. Reductive Elim<strong>in</strong>ation<br />

(Source: Tsuji 1995)<br />

L<br />

L<br />

+<br />

R R'<br />

11

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