M. Lakshmi Kantam et al.
FULL PAPERS
[5] E. Poetsch, Kontakte (Darmstadt) 1998, 15.
Typical Procedure for Suzuki Coupling of Bromo-
and Iodoarenes using PdFAP as Catalyst
[6] For example, see: a) Step-Growth Polymers for High-
Performance Materials, (Eds.: J. L. Hedrick, J. W. Laba-
die), ACS Symposium Series 624, American Chemical
Society: Washington, DC, 1996, Chapters 1, 2 and 4;
b) R. A. De Vries, P. C. Vosejpka, M. L. Ash, Catalysis
of Organic Reactions, (Ed.: F. E. Herkes), M. Dekker,
New York, 1998; Chapter 37; c) L. F. Tietze, G. Kett-
schau, U. Heuschert, G. Nordmann, Chem. Eur. J. 2001,
7, 368.
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ꢁpower toolsꢂ of contemporary organic synthesisꢂꢂ (p
566).
[8] L. E. Overman, Pure Appl. Chem. 1994, 66, 1423.
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[12] A. Eisenstadt, Catalysis of Organic Reactions, (Ed.:
F. E. Herkes), Marcel Dekker, New York, 1998, Chap-
ter 33.
4-Methylbromobenzene (1 mmol), phenylboronic acid
(1.5 mmol), Na2CO3 (3 mmol), PdFAP (50 mg) or 1.15
10À3 mmol of Pd, and methanol (3 mL) were charged in a
10-mL round-bottom flask and stirred at room temperature
under a nitrogen atmosphere. After the completion of the
reaction (as monitored by TLC), the catalyst was filtered
and reused. The filtrate was diluted with ethyl acetate and
washed with 10% aqueous NaOH solution and finally with
saturated aqueous NaCl solution. The organic layer was
dried with Na2SO4 and concentrated to get the crude pro-
ductwhich was subjected to column chromatography to
afford the pure product.
Typical Procedure for Suzuki Coupling of Aryl
Chlorides Using PdFAP as Catalyst
Aryl chloride (1 mmol), phenylboronic acid (1.5 mmol),
K2CO3 (3 mmol), TBAB (0.3 mmol), PdFAP (125 mg) or
2.810À3 mmol of Pd, and DMF:H2O, 50:1 (5 mL) were
charged in a 10-mL round-bottom flask and stirred at
1308C. After the completion of the reaction (as monitored
by TLC), the catalyst was filtered. The filtrate was treated
with ethyl acetate (20 mL) and washed with water. After re-
moving the solvent, the crude material was chromatograph-
ed on silica gel (100–200 mesh) to afford the corresponding
biaryl.
[13] R. R. Badar, P. Baumeister, H.-U. Blaser, Chimia 1996,
50, 99.
General Procedure for Heck Olefination with PdFAP
An olefin (1.2 mmol), haloarene (1 mmol), PdFAP (50 mg)
or 1.1510À3 mmol of Pd, sodium acetate (3 mmol), TBAB
(0.3 mmol) (in case of aryl chlorides) and 5 mL of DMF
were charged in a round-bottom flask and stirred at 1308C
for 24–36 h under a nitrogen atmosphere. After completion
of the reaction (as monitored by TLC), the catalyst was cen-
trifuged, the centrifugate was treated with ethyl acetate
(20 mL) and washed with water. After removing the solvent,
the crude material was chromatographed on silica gel (100–
200 mesh) to afford the corresponding trans-olefin.
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23; c) J. Dupont, M. Pfeffer, J. Osborn, Eur. J. Inorg.
Chem. 2001, 1917; d) R. B. Bedford, Chem. Commun.
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Acknowledgements
[17] M. Ohff, A. Ohff, M. E. Vander Boom, D. Milstein, J.
Am. Chem. Soc. 1997, 119, 11687.
We wish to thank the CSIR for financial support under the
Task Force Project COR-0003. K.B.S.K and P.S thank the
UGC, India for their fellowships.
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