SCOPUS 정보 검색 플랫폼

Journal of the American Chemical Society

Volumn 125, Issue 42, 2003, Pages 12914-12927

Magnesium Tetraarylporphyrin Tweezer: A CD-Sensitive Host for Absolute Configurational Assignments of α-Chiral Carboxylic Acids

(5) Proni, Gloria a Pescitelli, Gennaro a,b Huang, Xuefei a,c Nakanishi, Koji a Berova, Nina a

a Och Spine at New York Presbyterian Hospitals (United States)

b UNIVERSITY OF PISA (Italy)

c UNIVERSITY OF TOLEDO (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CARBOXYLIC ACIDS; COMPLEXATION; CONFORMATIONS; MAGNESIUM COMPOUNDS;

CHIRALITY;

PORPHYRINS;

CARBOXYLIC ACID; MAGNESIUM; MAGNESIUM TETRAPORPHYRIN; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHIRALITY; CIRCULAR DICHROISM; COMPLEX FORMATION; DERIVATIZATION; INFRARED SPECTROSCOPY; MOLECULAR MODEL; MONTE CARLO METHOD; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; STEREOCHEMISTRY;

CARBOXYLIC ACIDS; CIRCULAR DICHROISM; MAGNESIUM; MAGNETIC RESONANCE SPECTROSCOPY; METALLOPORPHYRINS; MODELS, MOLECULAR; MOLECULAR CONFORMATION; SPECTROPHOTOMETRY, INFRARED; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 0142072590 PISSN: 00027863 EISSN: None Source Type: Journal
DOI: 10.1021/ja036294g Document Type: Article

Times cited : (110)

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- This difference is possibly related to the structural difference between complexes Mg-T/C-10 and Mg-T/C-4. The MMFFs/MC procedure seems to predict accurately the sign of intraporphyrin twist only in those cases where the chiral moiety is pointing upward (toward 15/15′ phenyls; see Figure 7c,d) in the complex, which is the most common case. In the anomalous cases where the chiral moiety is pointing downward (toward 5/5′ phenyls; see Figure 14c,d), the conformational situation is very heterogeneous and sizable structural discrepancies are apparent between various calculated minima within the 10 kJ/mol threshold. As a consequence, a clear-cut prediction of the intraporphyrin twist is not possible.

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