STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .42. EFFECT OF INCREASING ELECTRON DEMAND ON THE C-13 NUCLEAR MAGNETIC-RESONANCE SHIFTS FOR SUBSTITUTED 9-METHYL-9-ANTHRACENIUM CATIONS - EVIDENCE FOR THE UNIMPORTANCE OF STERIC HINDRANCE TO CO-PLANARITY IN CAUSING ANOMALOUS C-13 NUCLEAR MAGNETIC-RESONANCE SHIFTS

被引：11

作者：

BROWN, HC

PERIASAMY, M

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1982年 / 47卷 / 24期

关键词：

D O I：

10.1021/jo00145a027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：4742 / 4745

页数：4

共 12 条

[1] C-13 SUBSTITUENT CHEMICAL-SHIFTS IN THE SIDE-CHAIN CARBONS OF AROMATIC SYSTEMS - THE IMPORTANCE OF PI-POLARIZATION IN DETERMINING CHEMICAL-SHIFTS [J].

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JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1981, (05) :753-759

[2] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .36. EFFECT OF INCREASING ELECTRON DEMAND ON C-13 NUCLEAR MAGNETIC-RESONANCE SHIFTS IN THE 1-ARYL-1-CYCLOHEXYL AND 1-ARYL-1-CYCLOHEPTYL CARBOCATIONS - FURTHER TEST OF THE ABILITY OF THE SIGMA-C+ CONSTANTS TO CORRELATE C-13 NUCLEAR MAGNETIC-RESONANCE SHIFTS [J].

BROWN, HC ;

PERIASAMY, M .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (16) :3161-3165

[3] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .35. C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES OF CARBOCATIONS - EFFECT OF INCREASING ELECTRON DEMAND ON THE C-13 NUCLEAR MAGNETIC-RESONANCE SHIFTS IN 2-ARYL-2-BUTYL AND 4-ARYL-4-HEPTYL CARBOCATIONS - CORRELATION OF THE DATA BY A NEW SET OF SUBSTITUENT CONSTANTS SIGMA-C+ [J].

BROWN, HC ;

PERIASAMY, M ;

LIU, KT .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (08) :1646-1650

[4] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .40. C-13 NUCLEAR MAGNETIC-RESONANCE STUDIES OF CARBOCATIONS .8. ANOMALOUS C-13 CHEMICAL-SHIFTS WITH INCREASING ELECTRON DEMAND IN THE 2-ARYL-2-NORBORNYL CATIONS AND RELATED SYSTEMS - EVIDENCE THAT THESE ANOMALOUS SHIFTS ARE NOT DIAGNOSTIC FOR THE ONSET OF NONCLASSICAL-SIGMA-BRIDGINGLE [J].

BROWN, HC ;

PERIASAMY, M ;

KELLY, DP ;

GIANSIRACUSA, JJ .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (11) :2089-2101

[5] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .34. C-13 NMR-STUDIES OF CARBOCATIONS .4. EFFECT OF INCREASING ELECTRON DEMAND ON THE C-13 NMR SHIFTS IN SUBSTITUTED TERT-CUMYL AND 1-ARYL-1-CYCLOPENTYL CARBOCATIONS - CORRELATION OF THE DATA BY A NEW SET OF SUBSTITUENT CONSTANTS, SIGMA-C+ [J].

BROWN, HC ;

KELLY, DP ;

PERIASAMY, M .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-PHYSICAL SCIENCES, 1980, 77 (12) :6956-6960

[6] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .39. EXAMINATION OF THE ABILITY OF THE C-13 NMR SHIFT-SIGMA-C+ CORRELATION FOR SUBSTITUTED BENZYLIC CATIONS TO ACCOMMODATE THE HIGHLY ELECTRON DONATING 5-COUMARANYL MOIETY - EVALUATION OF THE SIGNIFICANCE OF THE RHO-C+ VALUES OBSERVED FOR THE SIMPLE ARYLDIALKYL CARBOCATIONS [J].

BROWN, HC ;

PERIASAMY, M .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (01) :5-8

[7] STRUCTURAL EFFECTS IN SOLVOLYTIC REACTIONS .37. EFFECT OF INCREASING ELECTRON DEMAND ON C-13 NUCLEAR MAGNETIC-RESONANCE SHIFTS IN THE 9-ARYL-EXO-5,6-TRIMETHYLENE AND 9-ARYL-ENDO-5,6-TRIMETHYLENE-9-NORBORNYL CARBOCATIONS - EFFECT OF THE CATIONIC CARBON CENTER ON REMOTE CARBON-ATOMS IN THE SKELETON AS REVEALED BY INCREASING ELECTRON DEMANDAR [J].

BROWN, HC ;

PERIASAMY, M .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (16) :3166-3170

[8] STRUCTURAL-CHANGES IN 2-ARYLNORBORNYL AND OTHER ARYL CARBOCATIONS WITH INCREASING ELECTRON DEMAND - C-13 NUCLEAR MAGNETIC-RESONANCE AS A PROBE [J].

FARNUM, DG ;

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LAM, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (12) :3847-3855

[9] CONVENIENT PROCEDURE FOR QUANTITATIVE GENERATION OF CARBOCATIONS IN SUPER ACID-MEDIA [J].

KELLY, DP ;

BROWN, HC .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1976, 29 (05) :957-965

[10] C-13 NMR CHEMICAL-SHIFT CORRELATIONS IN APPLICATION OF TOOL OF INCREASING ELECTRON DEMAND TO STABLE LONG-LIVED CARBOCATIONS - COMPREHENSIVE EVALUATION [J].

OLAH, GA ;

BERRIER, AL ;

PRAKASH, GKS .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA-PHYSICAL SCIENCES, 1981, 78 (04) :1998-2002

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