Synthesis and characterization of 4,4′-methylenebis (2,6-di-tert-butylphenol) derivatives of a series of metal alkoxides and alkyls

Abstract

Synthesis and characterization of 4,4′-methylenebis (2,6-di-tert-butylphenol) derivatives of a series of metal alkoxides and alkyls, Journal of Coordination Chemistry, 65:3, 487-505, Investigation of the coordination behavior of 4,4 0 -methylenebis(2,6-di-tert-butylphenol) (or H 2 -4DBP) with a series of metal alkoxides led to isolation of [(OR) 3 M] 2 (m-4DBP), where M/OR ¼ Ti/OBu t (2), Ti/ONep (3), Zr/OBu t (4), Hf/OBu t (5), and [(py)(OR) 3 M] 2 (m-4DBP) Á py (5a), where py ¼ pyridine and ONep ¼ OCH 2 C(CH 3 ) 3 . Metal alkyl derivatives of 4DBP were also studied and found to form similar di-substituted species: [(py) 2 (Et)Zn] 2 (m-4DBP) Á py (6), [(THF) 3 (Br)Mg] 2 (m-4DBP) (7), [(THF) 2 (Br)Mg](m-4DBP)[Mg(Br)(THF) 3 ] Á (THF, tol) (7a), and [(py)(R) 2 Al] 2 (m-4DBP), where R ¼ CH 3 (8), Et (9), CH 2 CH(CH 3 ) 2 (10); tol ¼ toluene and THF ¼ tetrahydrofuran. All structures demonstrate the bridging nature of 4DBP and the ability to bind a variety of metal centers. Solution state NMR indicates that the structures of 2-10 are retained in solution. Thermal analyses indicate that 4DBP is preferentially lost during heating.