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Active Pd species in the formation of polysubstituted olefins and naphthalenes in the reaction between arylboronic acid and diphenylacetylene

Anna Arkad'evna Kurokhtina 1
Anna Arkad'evna Kurokhtina
, 
Elizaveta Vladimirovna Larina 1
Elizaveta Vladimirovna Larina
, 
Nadezhda Aleksandrovna Lagoda 1
Nadezhda Aleksandrovna Lagoda
, 
1 Department of Chemistry, Irkutsk State University, Irkutsk, Russian Federation
10.1016/j.mencom.2024.02.018
Published 2024-02-19
Communication , Volume 34, Issue 2, 215-217
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Kurokhtina A. A. et al. Active Pd species in the formation of polysubstituted olefins and naphthalenes in the reaction between arylboronic acid and diphenylacetylene // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 215-217.
GOST all authors (up to 50) Copy
Kurokhtina A. A., Larina E. V., Lagoda N. A., Schmidt A. F. Active Pd species in the formation of polysubstituted olefins and naphthalenes in the reaction between arylboronic acid and diphenylacetylene // Mendeleev Communications. 2024. Vol. 34. No. 2. pp. 215-217.
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TY - JOUR
DO - 10.1016/j.mencom.2024.02.018
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.018
TI - Active Pd species in the formation of polysubstituted olefins and naphthalenes in the reaction between arylboronic acid and diphenylacetylene
T2 - Mendeleev Communications
AU - Kurokhtina, Anna Arkad'evna
AU - Larina, Elizaveta Vladimirovna
AU - Lagoda, Nadezhda Aleksandrovna
AU - Schmidt, Alexander Fedorovich
PY - 2024
DA - 2024/02/19
PB - Mendeleev Communications
SP - 215-217
IS - 2
VL - 34
ER -
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@article{2024_Kurokhtina,
author = {Anna Arkad'evna Kurokhtina and Elizaveta Vladimirovna Larina and Nadezhda Aleksandrovna Lagoda and Alexander Fedorovich Schmidt},
title = {Active Pd species in the formation of polysubstituted olefins and naphthalenes in the reaction between arylboronic acid and diphenylacetylene},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Feb},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.018},
number = {2},
pages = {215--217},
doi = {10.1016/j.mencom.2024.02.018}
}
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Kurokhtina, Anna Arkad'evna, et al. “Active Pd species in the formation of polysubstituted olefins and naphthalenes in the reaction between arylboronic acid and diphenylacetylene.” Mendeleev Communications, vol. 34, no. 2, Feb. 2024, pp. 215-217. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.02.018.

Keywords

alkynes
arylboronic acids
carbopalladation
catalysis
dienes.
palladium
transmetalation

Abstract

‘Ligand-free’ Pd-catalyzed reaction between arylboronic acid and diphenylacetylene affords a set of polyphenylated olefins and 1,2,3,4-tetraphenylnaphthalene whose yields are dependent on counteranion of PdII salt and additive nature. Tetraphenylethylene and hexaphenylbuta-1,3-diene are likely formed in tandem arylation/cross-coupling reaction with the participation of hydroxo/alkoxo alkenyl Pd species, whereas 1,2,3,4-tetraphenylnaphthalene formation probably proceeds through tandem arylation/C-H activation by halide-containing alkenyl Pd complexes.

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