Synlett 2024; 35(04): 459-463
DOI: 10.1055/a-2047-8355
cluster
11th Singapore International Chemistry Conference (SICC-11)

Synthesis of 2,2′-Bipyridines via Dehydrogenative Dimerization of Pyridines Using Sodium Dispersion

Pinaki Bhusan De
a   RIKEN Center for Sustainable Resource Science, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan
,
Laurean Ilies
a   RIKEN Center for Sustainable Resource Science, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan
,
b   Graduate School of Natural Science and Technology Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan
,
Sobi Asako
a   RIKEN Center for Sustainable Resource Science, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan
b   Graduate School of Natural Science and Technology Okayama University, 3-1-1 Tsushimanaka, Kita-ku, Okayama 700-8530, Japan
› Author Affiliations
We thank KOBELCO ECO-Solutions Co, Ltd. for financial support and for providing the sodium dispersion used in this study. This research was partially supported by the Ministry of Education, Culture, Sports, Science and Technology (MEXT KAKENHI Grant-in-Aid for Scientific Research (B) No. 22H02125 to S.A.) and the Naohiko Fukuoka Memorial Foundation.


Dedicated to Professor Shigeru Yamago on the occasion of his 60th birthday

Abstract

2,2′-Bipyridine derivatives were synthesized by dehydrogenative dimerization of nonactivated pyridines using sodium dispersion. The reaction features operational simplicity, mild conditions, and the use of earth abundant and nontoxic sodium as the sole metal source. Importantly, transition metals are not required, which is beneficial in the fields of materials science and drug synthesis, where the contamination of the transition metals may cause significant problems.

Supporting Information



Publication History

Received: 05 February 2023

Accepted after revision: 06 March 2023

Accepted Manuscript online:
06 March 2023

Article published online:
17 April 2023

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