Open AccessA 1,3,2‐oxazaborolidine dimer derived from ( S )‐α,α‐diphenylprolinol
Author(s) -
OrtizMarciales Margarita,
De Jesús Melvin,
González Eduvigis,
Raptis Raphael G.,
Baran Peter
Publication year - 2004
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270104000666
Subject(s) - borane , dimer , adduct , chemistry , crystallography , tetrahydrofuran , tetrahedron , product (mathematics) , stereochemistry , mathematics , organic chemistry , catalysis , geometry , solvent
The reaction of ( S )‐α,α‐diphenylprolinol with an excess of borane–tetrahydrofuran complex yields a stable crystalline material with the composition C 34 H 38 B 2 N 2 O 2 , which features a borane adduct of a spirocyclic structure with two oxazaborolidine rings joined by a central tetrahedral B atom. This dimeric oxazaborolidine complex, viz. 3,3,3′,3′‐tetraphenyl‐1,1′‐spirobi(3a,4,5,6‐tetrahydro‐3 H ‐pyrrolo[1,2‐ c ][1,3,2]oxazaborole)–7‐borane, is the dominant product under various reaction conditions; its crystal structure is consistent with 11 B, 1 H and 13 C NMR and IR analyses.