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F. Lu / Tetrahedron Letters 53 (2012) 2444–2446
9. (a) Ishikawa, T.; Ogawa, A.; Hirao, T. Organometallics 1998, 17, 5713–5716; (b)
Acknowledgments
Hirao, T. Coord. Chem. Rev. 2003, 237, 271–279; (c) Reddy, P. P.; Chu, C.; Hwang,
D.; Wang, S.; Uang, B. Coord. Chem. Rev. 2003, 237, 257–269.
It is gratefully acknowledged for generous supports from Pro-
fessor Dr. Chris Elschenbroich and Department of Chemistry of
the University of Marburg, Germany.
10. (a) Hirao, T.; Takeuchi, H.; Ogawa, A.; Sakurai, H. Synlett 2000, 11, 1658–1660;
(b) Hirao, T.; Hatano, B.; Imamoto, Y.; Ogawa, A. J. Org. Chem. 1999, 64, 7665–
7667; (c) Hirao, T.; Asahara, M.; Muguruma, Y.; Ogawa, A. J. Org. Chem. 1998,
63, 2812–2813; (d) Hatano, B.; Ogawa, A.; Hirao, T. J. Org. Chem. 1998, 63,
9421–9424.
11. (a) Ragan, M. A. Can. J. Chem. 1985, 63, 291–293; (b) O’Brien, M. K.; Vanasse, B.
Vanadium(IV) Chloride. In Encyclopedia of Reagents for Organic Synthesis;
Paquette, L., Ed.; J. Wiley & Sons: New York, 2004.
12. General Procedures, 4,4’-Dimethoxybiphenyl: All the reactions were performed
under dinitrogen atmosphere with standard Schlenk techniques. At 0 °C, to the
solution of bromoanisole (0.5 ml, 4 mmol) in anhydrous Et2O (20 ml), n-BuLi
(1.6 M/hexane, 2.5 ml, 4 mmol) was added dropwise. After stirred at rt for 1 h,
References and notes
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red liquid VCl4 (5.5 ll, 10 mg, 0.052 mmol, 1.3%) was added. The mixture was
stirred at rt for further 12 h. During this period, the reaction mixture was
monitored by TLC till completion or no significant changing. After all the
volatiles were evaporated in vacuum, the residue was extracted by petroleum
ether and purified by flash chromatography (SiO2) to give the desired product
as white powder. Yield: 310 mg (72%). 1H NMR (300 MHz): d 7.41 (d, J = 3 Hz,
4H), 6.88 (d, J = 3 Hz, 4H), 3.77 (s, 6H). 13C NMR: 156.9, 131.9, 126.1, 112.7, 54.
13. Mizuno, H.; Sakurai, H.; Amaya, T.; Hirao, T. Chem. Commun. 2006, 5042–5044.