Hydrophobic N,N-diarylammonium pyrosulfates as dehydrative condensation catalysts under aqueous conditions

Akira Sakakura; Yoshiki Koshikari; Matsujiro Akakura; Kazuaki Ishihara

doi:10.1021/ol2027366

Hydrophobic N,N-diarylammonium pyrosulfates as dehydrative condensation catalysts under aqueous conditions

Akira Sakakura, Yoshiki Koshikari, Matsujiro Akakura, Kazuaki Ishihara

Research output: Contribution to journal › Article › peer-review

31 Citations (Scopus)

Abstract

Oil-soluble N,N-diarylammonium pyrosulfates as nonsurfactant-type catalysts for the dehydrative ester condensation under aqueous conditions are described. Preheat treatment of dibasic sulfuric acid with bulky N,N-diarylamines generates water-tolerant salts of pyrosulfuric acid as active catalyst species. The present catalysts in water can also widely be applied to unusual selective esterifications and dehydrative glycosylation.

Original language	English
Pages (from-to)	30-33
Number of pages	4
Journal	Organic Letters
Volume	14
Issue number	1
DOIs	https://doi.org/10.1021/ol2027366
Publication status	Published - Jan 6 2012
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol2027366

Cite this

@article{fd540d2a83eb4e19a5570f66de5565e5,

title = "Hydrophobic N,N-diarylammonium pyrosulfates as dehydrative condensation catalysts under aqueous conditions",

abstract = "Oil-soluble N,N-diarylammonium pyrosulfates as nonsurfactant-type catalysts for the dehydrative ester condensation under aqueous conditions are described. Preheat treatment of dibasic sulfuric acid with bulky N,N-diarylamines generates water-tolerant salts of pyrosulfuric acid as active catalyst species. The present catalysts in water can also widely be applied to unusual selective esterifications and dehydrative glycosylation.",

author = "Akira Sakakura and Yoshiki Koshikari and Matsujiro Akakura and Kazuaki Ishihara",

year = "2012",

month = jan,

day = "6",

doi = "10.1021/ol2027366",

language = "English",

volume = "14",

pages = "30--33",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "1",

}

TY - JOUR

T1 - Hydrophobic N,N-diarylammonium pyrosulfates as dehydrative condensation catalysts under aqueous conditions

AU - Sakakura, Akira

AU - Koshikari, Yoshiki

AU - Akakura, Matsujiro

AU - Ishihara, Kazuaki

PY - 2012/1/6

Y1 - 2012/1/6

N2 - Oil-soluble N,N-diarylammonium pyrosulfates as nonsurfactant-type catalysts for the dehydrative ester condensation under aqueous conditions are described. Preheat treatment of dibasic sulfuric acid with bulky N,N-diarylamines generates water-tolerant salts of pyrosulfuric acid as active catalyst species. The present catalysts in water can also widely be applied to unusual selective esterifications and dehydrative glycosylation.

AB - Oil-soluble N,N-diarylammonium pyrosulfates as nonsurfactant-type catalysts for the dehydrative ester condensation under aqueous conditions are described. Preheat treatment of dibasic sulfuric acid with bulky N,N-diarylamines generates water-tolerant salts of pyrosulfuric acid as active catalyst species. The present catalysts in water can also widely be applied to unusual selective esterifications and dehydrative glycosylation.

UR - http://www.scopus.com/inward/record.url?scp=84855507830&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84855507830&partnerID=8YFLogxK

U2 - 10.1021/ol2027366

DO - 10.1021/ol2027366

M3 - Article

C2 - 22126186

AN - SCOPUS:84855507830

VL - 14

SP - 30

EP - 33

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 1

ER -

Hydrophobic N,N-diarylammonium pyrosulfates as dehydrative condensation catalysts under aqueous conditions

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this