Stable borane reagents and methods for their use
AssigneesRegents of the University of Minnesota, Sigma-Aldrich Co.
InventorsVenkatram R. MeReddy, Kanth V. B. Josyula
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Abstract
The invention provides methods for storing boranes (e.g. B-allyldiisopinocampheylborane). The invention also provides stable compositions comprising boranes, as well as methods for carrying out allylboration at high temperature and/or in the presence of water.
Claims18
A method for stabilizing a borane comprising storing a borane of formula (I):
- wherein R1, R2, and R3 are each independently selected from H, (C1-C6)alkyl, (C1-C6)alkoxy, aryl, and aryl(C1-C6)alkyl;
- and each Ipc is isopinocampheyl;
- wherein the borane is stored in the presence of a solvent and the solvent comprises a (C5-C12) hydrocarbon, a (C4-C10) ether, or a halogenated (C1-C10) hydrocarbon, or a mixture thereof under conditions such that less than 10% of the borane by weight decomposes after three days.
A composition comprising dioxane and a borane of formula (I):
- wherein R1, R2, and R3 are each independently selected from H, (C1-C6)alkyl, (C1-C6)alkoxy, aryl, and aryl(C1-C6)alkyl;
- and each Ipc is isopinocampheyl.
A kit comprising 1) packaging material, and 2) a borane of formula (I) that is at least 3 days old:
- wherein R1, R2, and R3 are each independently selected from H, (C1-C6)alkyl, (C1-C6)alkoxy, aryl, and aryl(C1-C6)alkyl;
- and each Ipc is isopinocampheyl wherein the borane is stored in the presence of a solvent and the solvent comprises a (C5-C12) hydrocarbon, a (C4-C10) ether, or a halogenated (C1-C10) hydrocarbon, or a mixture thereof.
A composition comprising pentane and a borane of formula (I):
- wherein R1, R2, and R3 are each independently selected from H, (C1-C6)alkyl, (C1-C6)alkoxy, aryl, and aryl(C1-C6)alkyl;
- and each Ipc is isopinocampheyl.
A composition comprising a borane of formula (I):
- and further comprising a solvent wherein the solvent comprises a (C5-C12) hydrocarbon, a (C4-C10) ether, or a halogenated (C1-C10) hydrocarbon, or a mixture thereof wherein R1, R2, and R3 are each independently selected from H, (C1-C6)alkyl, (C1-C6)alkoxy, aryl, and aryl(C1-C6)alkyl and each Ipc is isopinocampheyl.
Dependencies are inferred from the claim text.