Synthesis and Intramolecular Hydrogen Bonding of Symmetric Dipyrrylmethanes

Chem. J. Chinese Universities ›› 1995, Vol. 16 ›› Issue (5): 725.

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Synthesis and Intramolecular Hydrogen Bonding of Symmetric Dipyrrylmethanes

CHEN Qing-Qi¹, WANG Chang-Qi¹, CHENG Ling-Jiang¹, MA Jin-Shi¹, JIN Sheng²

1. Institute of Photographic Chemistry, Academia Sinica, Beijing, 100101;
2. Department of Chemistry, Peking University, Beijing, 100871

Received:1994-05-25 Revised:1994-12-05 Online:1995-05-24 Published:1995-05-24

Abstract

Abstract: The title compounds were prepared by converting ethyl 5-methylpyrrole-2-car boxylates into corresponding 5-methyl substituted pyrroles oxydized by surfuryl chloride,bromine,or lead tetraacetate, and then self-condensed without separation and purification.The ¹HNMR analysis and molecular conformation computation revealed that strong in tramolecular hydrogen bondings exist in dipyrrylmethane 4_band 4_c(3,3' substituents are for mate and acetate esters),while very weak or no intramolecular hydrogen bonding exists in other dipyrrylmethanes.

Key words: Dipyrrylmethane, Intramolecular hydrogen bonding, Chemical shift

CLC Number:

O626.13

TrendMD:

CHEN Qing-Qi, WANG Chang-Qi, CHENG Ling-Jiang, MA Jin-Shi, JIN Sheng. Synthesis and Intramolecular Hydrogen Bonding of Symmetric Dipyrrylmethanes[J]. Chem. J. Chinese Universities, 1995, 16(5): 725.

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Synthesis and Intramolecular Hydrogen Bonding of Symmetric Dipyrrylmethanes

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