Extending Chirality in Group XIV Metallatranes.

The syntheses of the racemic amino alcohol rac -N(CH 2 CMe 2 OH)(CMe 2 CH 2 OH)(CH 2 CHMeOH) ( L 22'1 * H 3 , 2 ) and its representative N(CH 2 CMe 2 OH)(CMe 2 CH 2 OH)(CH 2 C( R )HMeOH) ( L 22'1 R H 3 , 3 ) with the stereogenic carbon center being R -configured are reported. Also reported are the stannatranes L 22'1 * SnO t -Bu ( 4 ) L 22'1 R SnO t -Bu ( 6 ) and germatranes L 22'1 * GeOEt ( 5 ) and L 22'1 R GeOEt ( 7 ) as well as the trinuclear tin oxocluster [(μ 3 -O)(μ 3 -O- t -Bu){Sn L 22'1 R } 3 ] ( 8 ). NMR and IR spectroscopy, electrospray ionization mass spectrometry (ESI MS), and single crystal X-ray diffraction analysis characterize these compounds. Computational studies accompany the experimental work and help understand the diastereoselectivity observed in the course of the metallatrane syntheses.