Contribution to the Chemistry of Boron, 235. Reactions of Prolinol with Borane–Tetrahydrofuran: Anomalous Dimerization of a 1,3,2‐Oxazaborolidine | Zendy

Lang Andreas | Zendy; Nöth Heinrich | Zendy; Schmidt Martin | Zendy

Premium

Contribution to the Chemistry of Boron, 235. Reactions of Prolinol with Borane–Tetrahydrofuran: Anomalous Dimerization of a 1,3,2‐Oxazaborolidine

Author(s) -

Lang Andreas,

Nöth Heinrich,

Schmidt Martin

Publication year - 1997

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19971300217

Subject(s) - chemistry , tetrahydrofuran , borane , adduct , boron , medicinal chemistry , hydrogen atom , hydrogen , atom (system on chip) , tetrahedron , product (mathematics) , stereochemistry , photochemistry , crystallography , organic chemistry , catalysis , solvent , alkyl , geometry , mathematics , computer science , embedded system

The reaction of ( S )‐prolinol (LH) with H 3 B · THF proceeds via [L 2 BH 2 <]BH 4 , which decomposes with elimination of hydrogen at ca. −40°C to give the BH 3 adduct of spirocyclic 7 . On heating, 7 loses more H 2 to give the “anomalous” dimerization product 11 , which features a tetracoordinated B atom in a “tetrahedral” BN 2 O 2 unit and another B atom in an N 2 BH 2 environment. It is also shown that the product resulting from the reaction of pseudoephedrin with H 3 B·THF undergoes an analogous anomalous dimerization, affording product 8 .

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research