A non-chiral lithium aluminate reagent for the determination of enantiomeric excess of chiral alcohols.

Title A non-chiral lithium aluminate reagent for the determination of enantiomeric excess of chiral alcohols.
Authors R. García-Rodríguez; S. Hanf; A.D. Bond; D.S. Wright
Journal Chem Commun (Camb)
DOI 10.1039/c6cc09671a

Here we illustrate a new method for the rapid determination of ee's of chiral alcohols using the thermally-stable, non-chiral lithium aluminate reagent [EtAl(6-Me-2-py)3Li] (1). In situ reaction of the alcohols with 1 produces robust dimers in solution, present as diastereomeric pairs (SS/RR and RS) with distinct resonances in their (1)H and (7)Li NMR spectra. The ee can be calculated simply from integration of the (1)H and/or (7)Li NMR spectra.

Citation R. García-Rodríguez; S. Hanf; A.D. Bond; D.S. Wright.A non-chiral lithium aluminate reagent for the determination of enantiomeric excess of chiral alcohols.. Chem Commun (Camb). 2017;53(7):12251228. doi:10.1039/c6cc09671a

Related Elements


Lithium Bohr ModelSee more Lithium products. Lithium (atomic symbol: Li, atomic number: 3) is a Block S, Group 1, Period 2 element with an atomic weight of 6.94. The number of electrons in each of Lithium's shells is [2, 1] and its electron configuration is [He] 2s1. The lithium atom has a radius of 152 pm and a Van der Waals radius of 181 pm. Lithium was discovered by Johann Arvedson in 1817 and first isolated by William Thomas Brande in 1821. The origin of the name Lithium comes from the Greek wordlithose which means "stone." Lithium is a member of the alkali group of metals. It has the highest specific heat and electrochemical potential of any element on the period table and the lowest density of any elements that are solid at room temperature. Elemental LithiumCompared to other metals, it has one of the lowest boiling points. In its elemental form, lithium is soft enough to cut with a knife its silvery white appearance quickly darkens when exposed to air. Because of its high reactivity, elemental lithium does not occur in nature. Lithium is the key component of lithium-ion battery technology, which is becoming increasingly more prevalent in electronics.


See more Aluminum products. Aluminum (or Aluminium) (atomic symbol: Al, atomic number: 13) is a Block P, Group 13, Period 3 element with an atomic weight of 26.9815386. It is the third most abundant element in the earth's crust and the most abundant metallic element. Aluminum Bohr Model Aluminum's name is derived from alumina, the mineral from which Sir Humphrey Davy attempted to refine it from in 1812. Aluminum was first predicted by Antoine Lavoisier 1787 and first isolated by Hans Christian Øersted in 1825. Aluminum is a silvery gray metal that possesses many desirable characteristics. It is light, nonmagnetic and non-sparking. It stands second among metals in the scale of malleability, and sixth in ductility. It is extensively used in many industrial applications where a strong, light, easily constructed material is needed. Elemental AluminumAlthough it has only 60% of the electrical conductivity of copper, it is used in electrical transmission lines because of its light weight. Pure aluminum is soft and lacks strength, but alloyed with small amounts of copper, magnesium, silicon, manganese, or other elements, it imparts a variety of useful properties.

Related Forms & Applications