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Optically active titanium complexes containing a tridentate linked amido-cyclopentadienyl ligand

✍ Scribed by Jun Okuda; Sabine Verch; Rainer Stürmer; Thomas P. Spaniol

Publisher: John Wiley and Sons
Year: 2000
Tongue: English
Weight: 121 KB
Volume: 12
Category: Article
ISSN: 0899-0042
DOI: 10.1002/(sici)1520-636x(2000)12:5/6<472::aid-chir30>3.0.co;2-q

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✦ Synopsis

Optically active titanium complexes Tieta5:eta1-C5R4SiMe2NC6H10 (OCH2Ph)-2Cl2 (R = H, Me), containing a cyclopentadienyl ligand linked to the chiral trans-2-benzyloxycyclohexylamido group, were synthesized and characterized in both enantiomerically pure forms. A single crystal X-ray structure analysis of (-)-(R, R)-Tieta5:eta1-C5H4SiMe2NC6H10(OCH2Ph)-2Cl2 shows a structure in which the benzyloxy group in the amido sidechain is not interacting with the titanium center. Upon activation with n-butyllithium, these complexes hydrogenate acetophenone N-benzylimine with low enantioselectivity.

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The residue was extracted with Et,O (50 nil) to give a suspension of the red solid product in Et,O. The product was then filtered off and dried in vacuo (31 Yo). Recrystallization of the powder from Et,O:pyridine (90.10) yielded red crystals suitable for X-ray diffraction. Elemental analysis calcd f