Highly Efficient Recyclable Sol Gel Polymer Catalyzed One Pot Difunctionalization of Alkynes

Justin Domena; Carlos Chong; Qiaxian R Johnson; Bhanu P S Chauhan; Yalan Xing

doi:10.3390/molecules23081879

Highly Efficient Recyclable Sol Gel Polymer Catalyzed One Pot Difunctionalization of Alkynes

Molecules. 2018 Jul 27;23(8):1879. doi: 10.3390/molecules23081879.

Authors

Justin Domena¹, Carlos Chong², Qiaxian R Johnson³, Bhanu P S Chauhan⁴, Yalan Xing⁵

Affiliations

¹ Department of Chemistry, William Paterson University of New Jersey, 300 Pompton Rd, Wayne, NJ 07470, USA. domenaj@student.wpunj.edu.
² Department of Chemistry, William Paterson University of New Jersey, 300 Pompton Rd, Wayne, NJ 07470, USA. chongc@student.wpunj.edu.
³ Engineered Nanomaterials Laboratory, Department of Chemistry, William Paterson University of New Jersey, 300 Pompton Rd, Wayne, NJ 07470, USA. johnsonq6@wpunj.edu.
⁴ Engineered Nanomaterials Laboratory, Department of Chemistry, William Paterson University of New Jersey, 300 Pompton Rd, Wayne, NJ 07470, USA. Chauhanbps@wpunj.edu.
⁵ Department of Chemistry, William Paterson University of New Jersey, 300 Pompton Rd, Wayne, NJ 07470, USA. Xingy@wpunj.edu.

Abstract

Amino-bridged gel polymer P1 was discovered to catalyze alkyne halo-functionalization in excellent yields, regioselectivity, functional group compatibility, and recyclability. We have observed that both aromatic and aliphatic alkynes can be converted to α,α-dihalogenated ketones in the presence of polymer P1 under metal-free conditions at room temperature within a short reaction time.

Keywords: alkyne; bromination; green catalysis; halo-functionalization; one-pot; organosilane; sol gel based catalysts.

MeSH terms

Alkynes / chemistry*
Catalysis
Halogenation
Ketones / chemical synthesis*
Ketones / chemistry
Molecular Structure
Polymers / chemistry*
Recycling
Stereoisomerism

Substances

Alkynes
Ketones
Polymers