Cis versus Trans : The Coordination Environment about the Tin(IV) Atom in Spirocyclic Amino Alcohol Derivatives

The syntheses of amino alcohols MeN(CH 2 CH 2 CMe 2 OH) 2 ( 1 ), MeN(CMe 2 CH 2 OH)(CH 2 CMe 2 OH) ( 2 ), MeN(CH 2 CH 2 CH 2 OH)(CH 2 CMe 2 OH) ( 3 ), MeN(CH 2 CH 2 CMe 2 OH)(CH 2 CMe 2 OH) ( 4 ), MeN(CH 2 CH 2 CMe 2 OH)(CH 2 CH 2 OH) ( 5 ), and MeN(CH 2 CH 2 OH) (CH 2 CH 2 CH 2 OH) ( 6 ) as well as spirocyclic tin(IV) alkoxides spiro ‐[ n BuN(CH 2 CMe 2 O) 2 ] 2 Sn ( 7 ), spiro ‐[MeN(CH 2 CH 2 CMe 2 O) 2 ] 2 Sn ( 8 ), spiro ‐[ para ‐FC 6 H 4 N (CH 2 CMe 2 O) 2 ] 2 Sn ( 9 ), spiro ‐[MeN(CMe 2 CH 2 O)(CH 2 CMe 2 O)] 2 Sn ( 10 ), spiro ‐[MeN(CH 2 CH 2 CH 2 O)(CH 2 CMe 2 O)] 2 Sn ( 11 ), spiro ‐[MeN(CH 2 CH 2 CMe 2 O)(CH 2 CMe 2 O)] 2 Sn ( 12 ), spiro ‐[MeN(CH 2 CH 2 CMe 2 O)(CH 2 CH 2 O)] 2 Sn ( 13 ) and spiro ‐[MeN(CH 2 CH 2 O)(CH 2 CH 2 CH 2 O)] 2 Sn ( 14 ) are reported. The compounds were characterized by 1 H, 13 C ( 1 – 14 ) and 119 Sn ( 7 – 14 ) NMR and IR spectroscopy, EIMS and single‐crystal XRD ( 2 , 7 – 10 and 13 , 14 ). Graph‐set analyses were performed for compounds [(MeNH(CMe 2 CH 2 OH)(CH 2 CMe 2 OH)][HC(O)O] ( 2 a ) and 2 . The coordination environment about the tin(IV) centre of the spirocyclic compounds and their possible stereoisomers were analysed by DFT calculations ( spiro ‐[MeN(CH 2 CMe 2 O) 2 ] 2 Sn, 8 – 10 and 13 ).