Chemistry–A European Journal

Double Bonds in Motion: Bis (oxazolinylmethyl) pyrroles and Their Metal??Induced Planarization to a New Class of Rigid Chiral C2??symmetric Complexes

C Mazet, LH Gade

Index: Mazet, Clement; Gade, Lutz H. Chemistry - A European Journal, 2003 , vol. 9, # 8 p. 1759 - 1767

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Citation Number: 46

Abstract

Abstract The synthesis of a new class of chiral C 2-symmetric tridentate Ndonor ligands, a series of 2, 5-bis (2-oxazolinylmethyl) pyrroles, was achieved in four steps starting from the known 2, 5-bis (trimethylammoniomethyl) pyrrole diiodide (1). Reaction of 1 with NaCN in dimethyl sulfoxide gave 2, 5-bis (cyanomethyl) pyrrole (2) cleanly, which was then cyclized with amino alcohols to give the 2, 5-bis (2-oxazolinylmethyl) pyrroles 3 a–c (3 a: bis [2-(4, ...