A LASER FLASH-PHOTOLYSIS STUDY OF DIFLUORINATED, TRIFLUORINATED AND TETRAFLUORINATED PHENYLNITRENES - IMPLICATIONS FOR PHOTOAFFINITY-LABELING

被引：69

作者：

SCHNAPP, KA ^{[1
]}

PLATZ, MS ^{[1
]}

机构：

[1] OHIO STATE UNIV,DEPT CHEM,120 W 18TH AVE,COLUMBUS,OH 43210

来源：

BIOCONJUGATE CHEMISTRY | 1993年 / 4卷 / 02期

关键词：

D O I：

10.1021/bc00020a011

中图分类号：

Q5 [生物化学];

学科分类号：

071010 ; 081704 ;

摘要：

Several fluorinated aryl azides (2,6 and 2,4-difluorophenyl azide, 2,4,6-triflurorophenyl azide, and methyl 4-azido-2,3,5,6-tetrafluorobenzoate) were studied by laser flash photolysis techniques. In each case, the azides form singlet nitrenes which can be intercepted with pyridine to form ylides. This allowed determination of the rate constant for ring expansion of the singlet nitrene to the dehydroazepine and measurement of the absolute rate constants for reaction of the singlet nitrenes with typical quenchers.

引用

页码：178 / 183

页数：6

共 44 条

[1]

[Anonymous], 1992, ADV PHOTOCHEM, DOI DOI 10.1002/9780470133484.CH2

[2] STUDIES IN AZIDE CHEMISTRY .14. THERMOLYSIS OF PERFLUORO-4-AZIDOPYRIDINE AND PERFLUORO-4-AZIDOTOLUENE IN THE PRESENCE OF PENTA-METHYLBENZENE AND HEXA-METHYLBENZENE [J].

BANKS, RE ;

MADANY, IM .

JOURNAL OF FLUORINE CHEMISTRY, 1990, 47 (03) :527-532

[3] STUDIES IN AZIDE CHEMISTRY .13. INTERMOLECULAR INSERTION OF AZIDE-DERIVED POLYFLUORINATED ARYL-NITRENE AND HETEROARYL-NITRENE INTO RING C-H BONDS OF 1,3,5-TRIMETHYL-BENZENE AND 1,3,5-TRIMETHOXY-BENZENE [J].

BANKS, RE ;

MADANY, IM .

JOURNAL OF FLUORINE CHEMISTRY, 1985, 30 (02) :211-226

[4] STUDIES IN AZIDE CHEMISTRY, .5. SYNTHESIS OF 4-AZIDO-2,3,5,6-TETRAFLUORO-, 4-AZIDO-3CHLORO-2,5,6-TRIFLUORO-PYRIDINE, AND 4-AZIDO-3,5-DICHLORO-2,6-DIFLUORO-[PYRIDINE] AND SOME THERMAL REACTIONS OF TETRAFLUORO-COMPOUND [J].

BANKS, RE ;

SPARKES, GR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1972, (23) :2964-2970

[5] STUDIES IN AZIDE CHEMISTRY .6. SOME REACTIONS OF PERFLUOROAZIDOBENZENE AND PERFLUORO-4-AZIDOTOLUENE [J].

BANKS, RE ;

PRAKASH, A .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (11) :1365-1371

[6]

BANKS RE, 1973, TETRAHEDRON LETT, P99

[7]

BANKS RE, J CHEM SOC CHEM COMM, P900

[8]

Bayley H., 1983, PHOTOGENERATED REAGE

[9] DIAZO-FUNCTIONALIZED AND AZIDO-FUNCTIONALIZED GLUTARALDEHYDES AS CROSS-LINKING REAGENTS AND POTENTIAL FIXATIVES FOR ELECTRON-MICROSCOPY [J].

CAI, SX ;

KEANA, JFW .

BIOCONJUGATE CHEMISTRY, 1991, 2 (01) :38-43

[10]

CAI SX, 1989, TETRAHEDRON LETT, V30, P5409

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