Deprotonative metalation of substituted benzenes and heteroaromatics using amino/alkyl mixed lithium–zinc combinations

…, S Komagawa, F Chevallier, PC Gros…

Index: Snegaroff, Katia; Komagawa, Shinsuke; Chevallier, Floris; Gros, Philippe C.; Golhen, Stephane; Roisnel, Thierry; Uchiyama, Masanobu; Mongin, Florence Chemistry - A European Journal, 2010 , vol. 16, # 27 p. 8191 - 8201

Full Text: HTML

Citation Number: 46

Abstract

Abstract Different homoleptic and heteroleptic lithium–zinc combinations were prepared, and structural elements obtained on the basis of NMR spectroscopic experiments and DFT calculations. In light of their ability to metalate anisole, pathways were proposed to justify the synergy observed for some mixtures. The best basic mixtures were obtained either by combining ZnCl 2⋅ TMEDA (TMEDA= N, N, N′, N′-tetramethylethylenediamine) with [Li ...

Related Articles:

The attempted stereoselective synthesis of chiral 2, 2′-biindoline

[Gresser, Mary J.; Wales, Steven M.; Keller, Paul A. Tetrahedron, 2010 , vol. 66, # 34 p. 6965 - 6976]

Cross-coupling of aromatic bromides with allylic silanolate salts

[Denmark, Scott E.; Werner, Nathan S. Journal of the American Chemical Society, 2008 , vol. 130, # 48 p. 16382 - 16393]

Phosphazene base-promoted halogen–zinc exchange reaction of aryl iodides using diethylzinc

[Ueno, Masahiro; Wheatley, Andrew E. H.; Kondo, Yoshinori Chemical Communications, 2006 , # 33 p. 3549 - 3550]

Isolation and structural elucidation of some glycosides from the rhizomes of smaller galanga (Alpinia officinarum Hance)

[Yoshizawa, Yuko; Kawaii, Satoru; Kanauchi, Masatoshi; Chida, Manami; Mizutani, Junya Bioscience, Biotechnology, and Biochemistry, 1993 , vol. 57, # 9 p. 1572 - 1574]

Cobalt-catalyzed direct electrochemical cross-coupling between aryl or heteroaryl halides and allylic acetates or carbonates

[Gomes, Paulo; Gosmini, Corinne; Perichon, Jacques Journal of Organic Chemistry, 2003 , vol. 68, # 3 p. 1142 - 1145]

More Articles...