Photo-Fries reaction in water made selective with a capsule

被引：56

作者：

Kaanumalle, Lakshmi S.

Gibb, Corinne L. D.

Gibb, Bruce C. ^{[1
]}

Ramamurthy, V.

机构：

[1] Univ Miami, Dept Chem, Coral Gables, FL 33155 USA

[2] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2007年 / 5卷 / 02期

关键词：

D O I：

10.1039/b617022f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The water soluble capsule formed by a deep cavity cavitand with eight carboxylic acid groups controls product distribution during photo-Fries rearrangement of naphthyl esters in water by restricting the mobility of primary singlet radical pair.

引用

页码：236 / 238

页数：3

共 13 条

[1] PHOTOCHEMICAL FRIES REACTION [J].

ANDERSON, JC ;

REESE, CB .

JOURNAL OF THE CHEMICAL SOCIETY, 1963, (MAR) :1781-&

[2]

[Anonymous], J PHOTOCHEM PHOTOB C

[3] Well-defined, organic nanoenvironments in water: The hydrophobic effect drives a capsular assembly [J].

Gibb, CLD ;

Gibb, BC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (37) :11408-11409

[4] Photo-Fries reactions of 1-naphthyl esters in cation-exchanged zeolite Y and polyethylene media [J].

Gu, WQ ;

Warrier, M ;

Ramamurthy, V ;

Weiss, RG .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9467-9468

[5] Controlling photochemistry with distinct hydrophobic nanoenvironments [J].

Kaanumalle, LS ;

Gibb, CLD ;

Gibb, BC ;

Ramamurthy, V .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (44) :14366-14367

[6] REARRANGEMENT OF AROMATIC ESTERS BY ULTRAVIOLET RADIATION [J].

KOBSA, H .

JOURNAL OF ORGANIC CHEMISTRY, 1962, 27 (07) :2293-&

[7] ABSOLUTE RATE CONSTANTS FOR THE DECARBONYLATION OF THE PHENYLACETYL RADICAL [J].

LUNAZZI, L ;

INGOLD, KU ;

SCAIANO, JC .

JOURNAL OF PHYSICAL CHEMISTRY, 1983, 87 (04) :529-530

[8] Photo-Fries reaction of naphthyl esters within zeolites [J].

Pitchumani, K ;

Warrier, M ;

Cui, C ;

Weiss, RG ;

Ramamurthy, V .

TETRAHEDRON LETTERS, 1996, 37 (35) :6251-6254

[9] SOLVENT EFFECT ON THE DECARBONYLATION OF ACYL RADICALS STUDIED BY LASER FLASH-PHOTOLYSIS [J].

TSENTALOVICH, YP ;

FISCHER, H .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1994, (04) :729-733

[10] ABSOLUTE RATE CONSTANTS FOR DECARBONYLATION OF PHENYLACETYL AND RELATED RADICALS [J].

TURRO, NJ ;

GOULD, IR ;

BARETZ, BH .

JOURNAL OF PHYSICAL CHEMISTRY, 1983, 87 (04) :531-532

← 1 2 →