Regioselective B2–6 penta-iodination of the [CB11H12]− monocarborane cluster by palladium catalysis.

Autor: Lin, Chuhao, Jin, Yujie, Sun, Jizeng, Ye, Zehua, Chen, Tao, Liu, Jiyong, Duttwyler, Simon
Předmět:
Zdroj: Dalton Transactions: An International Journal of Inorganic Chemistry; 8/28/2023, Vol. 52 Issue 32, p11042-11046, 5p
Abstrakt: Penta-iodination of the B2–6 positions of the {CB11} monocarborane cluster is reported. Products of the structure [2,3,4,5,6-I5-CB11H6-12-X] (X = H, Me, Et, Ph, Br, I) were obtained and fully characterized. X-ray crystal structures of three new compounds confirm this particular substitution pattern. The synthetic method relies on palladium catalysis/B–H activation, assisted by the C1-COOH directing group. The one-pot procedure enables penta-iodination and subsequent decarboxylation under convenient conditions. The B2–6 regioselectivity is complementary to the commonly observed reactivity of {CB11} clusters, which follows the trend B12 > B7–11 > B2–6 for electrophilic substitution. Thus, for the first time upper-belt halogenation is achieved without prior modification of the lower-belt positions. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index