Synthesis, Characterization, and Crystal Structures of Novel Intramolecularly Base-Stabilized Borane Derivatives with Six- and Seven-Membered Chelate Rings

摘要: The reaction of (2-dimethylaminophenyl)alcohols 1-HOX-2-NMe(2)C(6)H(4) [X = CPh(2) (1), X CCy(2) (2), CPh(2)CH(2) (4)] and 1-phenylaminoalkyl-2-dimethylaminobenzene 1-HN(Ph)X-2-NMe(2)C(6)H(4) C(H)Ph (3), C(H)PhCH(2) (5)] with BH(3)(THF) yielded the BH(2) derivatives 1-H(2)BOX-2-NMe(2)C(6)H(4) (6), (7), (9)] 1-H(2)BN(Ph)X-2-NMe(2)C(6)H(4) (8), (10)]. Treatment 1-H(2)BOCPh(2)-2-NMe(2)C(6)H(4) (6) acetic acid gave 1-(CH(3)COO)HBOCPh(2)-2-NMe(2)C(6)H(4) (11). Compounds 6-11 were characterized spectroscopically (NMR, IR, MS). Crystal structure determinations carried out on 6-11, which are novel examples structurally containing six- or seven-membered chelate rings. For chiral compounds 8, 10, 11, both enantiomers present in unit cell.