Display options
Cite
Karmakar R, Yun SY, Wang KP, et al. Regioselectivity in the nucleophile trapping of arynes: the electronic and steric effects of nucleophiles and substituents. Org Lett. 2013;16(1):6-9doi: 10.1021/ol403237z.
Karmakar, R., Yun, S. Y., Wang, K. P., & Lee, D. (2014). Regioselectivity in the nucleophile trapping of arynes: the electronic and steric effects of nucleophiles and substituents. Organic letters, 16(1), 6-9. https://doi.org/10.1021/ol403237z
Karmakar, Rajdip, et al. "Regioselectivity in the nucleophile trapping of arynes: the electronic and steric effects of nucleophiles and substituents." Organic letters vol. 16,1 (2014): 6-9. doi: https://doi.org/10.1021/ol403237z
Karmakar R, Yun SY, Wang KP, Lee D. Regioselectivity in the nucleophile trapping of arynes: the electronic and steric effects of nucleophiles and substituents. Org Lett. 2014 Jan 03;16(1):6-9. doi: 10.1021/ol403237z. Epub 2013 Dec 06. PMID: 24313272.
Copy Download .nbib Format: NLM
Share it on

Org Lett. 2014 Jan 03;16(1):6-9. doi: 10.1021/ol403237z. Epub 2013 Dec 06.

Regioselectivity in the nucleophile trapping of arynes: the electronic and steric effects of nucleophiles and substituents.

Organic letters

Rajdip Karmakar, Sang Young Yun, Kung-Pern Wang, Daesung Lee

Affiliations

  1. Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.

PMID: 24313272 DOI: 10.1021/ol403237z

Abstract

The regioselectivity in nucleophile trapping is investigated with arynes generated directly from bis-1,3-diynes. The regioselectivity is profoundly influenced by not only the nature of nucleophiles but also the substituents on the arynes, which is the consequence of both the unfavorable steric interaction between the incoming nucleophile and the nearby substituent and the inherent electronic bias induced by different substituents on the arynes.

Publication Types