Alkylborane complexes

Details Alkylborane complexes Alkylborane complexes

1979-10-31

1981-06-02

Sneed, Helen M. S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

2603131, 544106, 548110, 568715, 568716, 568814, 568846, 568837, C07C 8728

Patent

active

042713170

ABSTRACT:
The invention relates to alkylborane complexes with aromatic amines of the formula: ##STR1## in which R.sup.1 and R.sup.2 are the same or different (1-4C)-alkyl radicals, or together with the adjacent nitrogen atom are morpholino, piperidino or pyrrolidino radicals; R.sup.3 and R.sup.4 are independently selected from hydrogen, (1-4C)-alkyl, (1-4C)-alkoxy, di-(1-4C)-alkylamino, morpholino, piperidino and pyrrolidino; thexyl stands for 1,1,2-trimethylpropyl; and n is the integer 1 when R.sup.3 and R.sup.4 are other than nitrogen containing radicals, or the integer 1 or 2 when one of R.sup.3 and R.sup.4 is a nitrogen containing radical, or the integer 1, 2 or 3 when both R.sup.3 and R.sup.4 are nitrogen containing radicals.
The complexes are more stable than thexylborane tetrahydrofuran complex, but are sufficiently reactive to be valuable as hydroborating and reducing agents.
The invention also provides solutions of the complexes of formula I in organic solvents for convenient storage or subsequent synthetic use, and a process for manufacturing said complexes.
A particularly convenient complex of the invention is thexylborane N,N-diethylaniline complex.

REFERENCES:
patent: 3257455 (1966-06-01), Ashby
Pelter et al., Tetrahedron Letters No. 47, 4715-4718 (1978).
Brown et al., JACS 97 (10) 2791-2798 (1975).
Negishi et al., Synthesis pp. 77-89 (1974).
Lane, Aldrichimica Acta 6 pp. 51-58 (1973).
Ashby, JACS 81 pp. 4791-4795 (1959).

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