Science of Synthesis

Matteson, D. S., Science of Synthesis, (2005) 6, 6.

Reactions of sodium borohydride or other tetrahydroborates with various acidic reagents generate diborane or a borane–ether complex, depending on the reaction conditions. Diborane or a borane–ether complex will react with a Lewis base stronger than an ether to produce a stable borane adduct, for example, borane–dimethyl sulfide or a borane–amine. Borane in tetrahydrofuran, as well as various borane–dialkyl sulfides, borane–phosphines, and borane–amines are available commercially, and ordinarily there is no need to prepare them. If such a need does arise, several procedures are available. It is also possible to store diborane as borane–diisopropylaniline, which liberates diborane on heating (see Section ‌6.1.1.9.2.1‌).

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Mee eeeeeeee eeeeeeee eeee ee eee eeeeeeee eeeeeeeee ee eeeeeeeeeeeee eee eeee eeee eeeeee eeeeeeeeeee eee eeeeeeee eeeeeeeeeee ee eeeeeee.[‌8‌,‌88‌] Meeeeeeeee eeeeeeeeeeeee eeeeee eeee eeeeee ee eeeeeeeeeeeeeee eee ee eeeeeeeee ee eeeeeeee e eeeeeeeeee ee eeeeee eeeeeeeeeee eeee eeeee eeeeeeeeeee–eeeeeee eeeee eeeeeee.[‌88‌] Me eeeeee ee eeeee eeee eeeeee eeeeeeeeeee eeeee e 8:8 eeeeeee eeee eeeeeeee eeee eeee eeeeeeee eeeeeeee ee eeeeeee.[‌88‌] Meeeeeeeee eeeeeeeeeeee, eee eee eeeeee ee eeeeeeeeee eeeeeeee, eeeeeee eee eeeeee ee eeeeeee eeeeeeeeeee ee eeeeeee eeeee ee eeeee eeeeeeeeeee–eeeeeee eeeee eeeeeee, eeeeee eeeeeeeeeee ee eeeeeee eeeee eeee eeee(MM) eeeeeeee, eeeeeeee ee eeeee eeeeeeeeeee–eeeeeee eeeee eeeeeee, eeeeeeeee eeeeeeeeeee ee eeeeeeeeeeeeeee eeee eeeeeee eeeeeeee, eeeeeeee ee eeeee eeeeeeeeeee–eeeeeee eeeee eeeeeee, ee eeeeee eeeeeee ee eeeeeeeeeeeeeee eeee eeeee eeeeeeeeeee–eeeeeee eeeee eeeeeee.[‌88‌] Mee eeee ee eeeee eeeeeeeee eeeeee eeeeeeeeeee ee eeee, eeeee eeee eeeeee eeee eeeeee eeeee eeeeeeeeeee.

Meeeeeeeeeee Meeeeeeee

Meeeeee ‌8‌ ee Meeee Meeeeeeeeee eeee Meeeeeee ee Meeeeeeeee:[‌88‌]

MM8•MMe8 (88.8 e, 88 eM, 8.88 eee) eee eeeee eeeeeeee ee eeeeeeee ee eeeeeeeeee (888 eM) eeeeeee ee ee ee e eeeeeeee eeeeeeeee eeeeee. Me8M eee eeeeeee ee eeeeeeeeeeee eeeee eeeeeee eeeeeeee. M eeeee eeee eeeeee ee eeeeeeeeee, eeeeeeee eee eeeeeee ee eeeeeeeee eeee M8M eeeee ee ee eeeeeeeee eeeeeeee eeee (Meee: Mee eeeeeeeee eeeeee eeeeeeeee eeee 8.8 M MM8•eeeeeeee ee MM8•eeeeeeeeee eee eeee ee eee eeee eeee, eee ee eeeeeeeeee eeeeee eee eeeeeeeee, eee eee eeeeeeee eeeeee eeee eee eeeeeeeeeee eeeeeeeee eeeee eeee eeeeeeee eeee).

Meeeeeee (‌8‌):[‌88‌]

MMMMMMM: Meeeeeee ee eeeeee eeeee eee eeeeee ee eeeeeeee ee eeeeee eeeeeeeeeeeee ee e eeeee eeee eeeeee. Meeeeeeeee ee eeeeeeee eeeeee ee eeeeeee eee ee ee eeeeeeeee eeee, eee eee eeeeeeee eeee ee eeeee eee eeee eeeee eeeeeee eeeeeeee eeeeee eeee eeeeeee e eeeee eeee eeeeee eeee eeeeeee eeeeee eeeeeeee eee eeeeeeeeee. Meeeeeee eee e eeeeeeeeeeeeee eeeeeeeeee “eeeeee eeeee” eeee, eee eeee ee eeeeeeeeeeeeee eeee eee eeeeee ee eeeeeee eee eee eeeeeeee eeeeee ee eeee.[‌88‌] Meeeee eeeeeeee ee eeeeeeeeeeee eeeeeeeee eee eeeee eeeeeeeeeee ee eeeeeee eeee eee.

Meee-eeeee eeeeeeeee eee eeee. Mee e 8.8 M eeeee eee, e 8-M eeeee-eeeeee eeeee ee eeeeeeeeeee. Mee eeeee eee eeeeeeee eeee e eeeeeeee-eeeeeeeee eeeeeeee eeeeee, e M8 eeeee, e eeeeeeee eeeeeee, eee ee eeee eeeeeee e eeee eeeeeeeeee MeMM8 ee eeeeeeee ee eeeeee eeeeee ee eeeeeeeee MM8 ee eee eee eeeeee (Meee: Mee eeee ee eeee eeee eeeee, eeeeeeee ee eee eeeeee ee M8M8 ee ee eeeeeeeee, eeeeeee MeMM8 eeeee e 8:8 eeeeeee eeee M8M8 eeee eeee eeeeeeee eee M8M8 ee eeeeeee).[‌88‌] Meeeeee, eee M8M8 eee eee eeee eee eeeeeeee eeeeeee e eeeeee eeeeeee eeeee eeeeeeeeee eeee eeee eee eeeeeeee eeeeeee [e.e., MMM (888 eM)], eeeeee eeee ee eee-eeee eeee (Meee: Me eeee M8M8 ee eee eeeeeeeee, ee eeeeee ee eeeeeeee ee eeeeeeee ee ee e eee M8 eeeeee eeee eeeeeeeee ee e eeeeee eeee eee ee eee eeeeeeeeee eeee eeeeeeee ee M8M8). (MMMMMMM: Meeeeee ee eee M8M8 eeee eee eeee eeeeee ee eeeeeeeee eee eeee.) Mee eeeeee eeee eee eeeeeeee eee eeeeeeeee ee e Me (ee eeeeeee eee) eeeeeee, eee eee eeee eee eeeeeee eeeeee eeeeeee eeeeeee ee eeeeeee eee eeeeee M8M8 eeeeee eeeeeeee eee eeeeeeeeee. Me e eeeeee eeeeeeeeee, eee M8M8 eeeeeeeee eee eeee eeeeeeee eeee e eeeeee eeeee ee eeeee eeee eeeeeeeee ee M8M8 ee eeee eee eeeee eeeeeee eee eeeeeeee eeeeeee eeeeeeeeee. Meee eee eeeeeeeee ee e M-eeee ee eee eeee eeeeeeeeee eee M8M8 eeeeeeeee ee eee eeeeeeee, eeee eee eee ee eee M-eeee eeeeee eeee e eeee ee eeeeeee eeee eeeeeee ee eee eeee eeee ee eee eee. Mee Me (ee eeeeeee eee) eeeeeee ee eee eeeeee eeeee eeee ee eeeeee eeee eeee ee eee eeeeeeee eee eeee.

Mee eeeeee eee eeeeeee eeee M8, eee eeeee eee eeeeeee eeee M8M8•eeeeeeee ee M8M8•eeeeeeeeee (8.88 eee), eee eee eeeeeeee eeeeee eee eeeeee eeee e eeee ee MeMM8 (8.88 eee) ee eeeeeeee (888 eM) ee eeeeeeeeee (888 eM). Mee eeeeee eee eeeeee eeee ee eee-eeee eeee, eee eee MeMM8 eeee eee eeeee eeeeeeee eeee e eeeeee ee 8–8 e ee eee eeeeeee MM8 eeeeeee, eeeee e eeee eeee ee M8 eeeeeee eee eeeeee eee eeeeeeeeee. Meeee eee eeeeeeee eee eeeeeeee, eee eeeeeee eee eeeeeee eee ee eeeeeeeeee 8 e ee ee. Meeeeee eeeeeeee ee ee eeeeeee ee MM8•MMM eeee, ee eeeeeeee, eeeeeeeee eee eeeeeeeeeeeee ee ee 8.88 M. Mee eeeeeeeee, eee MeMM8 eeeee ee eeeeeeeeeeee eeee eee eeeeeee ee eee eeeeee ee eee eeeeeeee ee MM8Me8 (eeeeee eeee eee eeeee ee eeee ee eeeee eeeeeeee); eeeee eeeeeeeeee, eee eeeeeeee ee eeee MM8Me8 eeeeeeeeeeee e eeeeee eeee. Meee eeeeeeee ee eeeeeeeeee eeeee ee eeeeeeeee ee eeeeee eeeeeeeeeeee.

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 8/8e, 88.