Remarkable ligand effect in Ni- and Pd-catalyzed bisthiolation and bisselenation of terminal alkynes: solving the problem of stereoselective dialkyldichalcogenide addition to the C triple chemical bond C Bond.
We have developed two new catalytic systems based on Ni and Pd complexes to solve the challenging problem of dialkyldichalcogenide (Alk2E2; E=S, Se) addition to alkynes. A comparative study of two catalytic systems-Ni/PMe2Ph and Pd/PCy2Ph-has revealed that the Ni catalyst is superior with respect to high catalytic activity and more general scope relative to the Pd system. A novel synthetic methodology was developed for the preparation of (Z)-bis(alkylthio)alkenes and (Z)-bis(alkylseleno)alkenes from terminal alkynes with excellent stereoselectivity and high yields.
Ananikov
Valentine P
VP
Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prospect 47, Moscow, 119991, Russia. val@ioc.ac.ru
Gayduk
Konstantin A
KA
Beletskaya
Irina P
IP
Khrustalev
Victor N
VN
Antipin
Mikhail Yu
MY