B-C BOND FORMATION BY ENE-TYPE REACTIONS OF DIMETHYLAMINOBIS(TRIFLUOROMETHYL)BORANE WITH NITRILES AND CARBONYL-COMPOUNDS - CRYSTAL-STRUCTURE OF (NCCH2)(CF3)2B.NHME2

Dimethylaminobis(trifluoromethyl)borane, (CF3)2BNMe2 (A), reacts with nitriles RCH2-C=N \ to yield triorganoboron adducts (\ N=C-CHR)(CF3)2B . NHMe2 (R = H (I), Cl (II), Me (III) and Et (IV)). Analogously carbonyl compounds of the general formula R2-C(O)-CH2R1 form the respective complexes (R2-C(O)-CHR1)(CF3)2B.NHMe2: R1 = H, R2 =(t)Bu (V), R1 = H, R2 = Ph (VI), R1 = H, R 2=C=CH-CH--C(Me)-O (VII), R1 = H, R2 = Me (VIII), R1 = H, R2 = CH=CMe2 (IX), R1 = H, R2 = OMe (X), R1 = H, R2 = O(t)Bu (XI), R1 = H, R2= OSiMe3 (XII), R1 = H, R2 = OC(Me)=CH2 (XIII), R1 = H, R2 = OCH2CH=CH2 (XIV), R1 = H, R2 = NMe2 (XV), R1 = Me, R2 = NMe2 (XVI), R1 = H, R2 = NEt2 (XVII), R1 = Cl, R2 = OEt (XVIII), R1 = Me, R2 = OMe (XIX), R1 = Et, R2 = OMe (XX), R1 = C(O)OMe, R2 = OMe (XXI), R1 = C(O)O(t)Bu, R2 = O(t)Bu (XXII), R1, R2 = CH2OCH2 (X-XIII). Their identities have been confirmed by multinuclear NMR, IR, and mass spectroscopy. The crystal and molecular structure of I has been determined by an X-ray diffraction study. Individual molecules are linked to form infinite chains through hydrogen bonding. The B-C (1.627(3) angstrom (B-CF3) and 1.629(4) angstrom (B-CH2CN)) and B-N bond lengths (1.600(3) angstrom) are normal.