Preparation of Benzylstannanes by Zinc-Mediated Coupling of Benzyl Bromides with Organotin Derivatives. Physicochemical Characterization and Crystal Structures

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• 作者：Daniele Marton ; Umberto Russo ; Diego Stivanello ; Giuseppe Tagliavini ; Paolo Ganis ; and Giovanni Carlo Valle
• 刊名：Organometallics
• 出版年：1996
• 出版时间：March 19, 1996
• 年：1996
• 卷：15
• 期：6
• 页码：1645 - 1650
• 全文大小：206K
• 年卷期：v.15,no.6(March 19, 1996)
• ISSN：1520-6041

文摘

Benzyltrialkyl- (1-13) andbenzyltriphenylstannanes (16-22) have beeneasily preparedin a one-pot synthesis via coupling reaction of benzylbromide derivatives(C₆H₅CH₂BrandXYC₆H₃CH₂Br, X = H, Y= o-, m-, p-CH₃,o-, m-, p-F, o-,m-Cl, and p-Br; X = o-F, Y =p-Br)with R₃SnCl compounds (R = Et, Pr, Bu, and Ph) inTHF/H₂O (NH₄Cl) mediummediatedby zinc powder. Such coupling also occurs with(Bu₃Sn)₂O. Dibenzyldibutylstannane(15)is prepared by reaction of benzyl bromide withBu₂SnCl₂ or(Bu₂SnCl)₂O, and (2-naphthylmethyl)tributylstannane (14) by reaction of2-(bromomethyl)naphthalene with Bu₃SnCl.¹³C-and ¹¹⁹Sn-NMR data are reported for all compounds, andMössbauer data for benzyltributylstannanes 10 and 11 andbenzyltriphenylstannanes 16-18 and20-22. The crystalstructures of Ph₃SnBn, with Bn = o-(17) andm-ClC₆H₄CH₂(18) and o- (20) andm-FC₆H₄CH₂ (21) have been determined.