Tetrahedron

Strong hydrogen bond-mediated complexation of H 2 PO 4− by neutral bis-thiourea hosts

P Bühlmann, S Nishizawa, KP Xiao, Y Umezawa

Index: Buehlmann, Philippe; Nishizawa, Seiichi; Xiao, Kang Ping; Umezawa, Yoshio Tetrahedron, 1997 , vol. 53, # 5 p. 1647 - 1654

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Citation Number: 242

Abstract

Highly preorganized bis-thiourea receptors based on a xanthene spacer selectively (H2PO4−> CH3COO−> Cl−) bind dihyrogenphosphate via multitopic hydrogen bonding, giving stronger complexes with H2PO4− neutral receptor known so far. The high complexation strengths are rationalized by the hydrogen bond donor strength of the thiourea groups and by host preorganization. The hydrogen acceptor strengths of the guest anions ...