REACTIONS OF (CF3)(2)BNME(2) WITH OMEGA-HALONITRILES - CRYSTAL AND MOLECULAR-STRUCTURE OF [CYCLO-C3H4(CN)](CF3)(2)B-CENTER-DOT-NHME(2)

Dimethylaminobis(trifluoromethyl)borane, (CF3)(2)BNMe(2) (A), reacts w ith Cl(CH2)(3)CN to yield [Cl(CH2)(2)CH(CN)](CF3)(2)B . NHMe(2) (1) wh ereas Br(CH2)(3)CN and A combine in a 1:2 ratio to form [cyclo-C3H4(CN )](CF3)(2)B . NHMe(2) (2) and Br(CF3)(2)B . NHMe(2). Br(CH2)(n)CN and A yield [Br(CH2)(n-1)CH(CN)](CF3)(2)B . NHMe2, n=4 (3), n=5 (4) and n= 6 (5). Compound 2 and (NCCH2)(CF3)(2)B . NHMe(2) can be alkylated at n itrogen with CH3I/KOH in ether to yield [cyclo-C3H4(CN)](CF3)(2)B . NM e(3) (6) and (NCCH2)(CF3)(2)B . NMe(3) (7), respectively. Treatment of 1 and 3 with hydroxide in ether gives the respective five- and six-me mbered heterocycles (CF3)(2)B-NMe(2)-(CH2)(2)-CH(CN) (8) and (CF3)(2)B -NMe(2)-(CH2)(3)-CH(CN) (9). Reduction of the nitrile group with (iBu) (2)AlH in CH2Cl2 at -50 degrees C followed by hydrolysis furnishes the corresponding aldehydes (OCHCH2)(CF3)(2)B . NMe(3) (10), [cyclo-C3H4 (CHO)](CF3)(2)B . NMe(3) (11) and (CF3)(2)B-NMe(2)-(CH2)(2)-CH(CHO) (1 2). The structure of 2 was determined by an X-ray investigation.