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Volumn 38, Issue 1-2, 1999, Pages 204-207

syn-Trialkylated truxenes: Building blocks that self-associate by arene stacking

Author keywords

Cross coupling; Cyclophanes; Hydrocarbons; Palladium; Stacking interactions

Indexed keywords

POLYCYCLIC AROMATIC HYDROCARBON; TRUXENE; UNCLASSIFIED DRUG;

EID: 0344766078     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(19990115)38:1/2<204::AID-ANIE204>3.0.CO;2-5     Document Type: Article
Times cited : (79)

References (36)
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    • Attractive van der Waals interaction between the side chains may be responsible, at least in part, for the higher stability of the syntrialkylated truxenes. For a discussion of this effect on the conformational equilibrium of 1,3,5-trialkylbenzenes: J. E. Anderson, V. Bru-Capdeville, P. A. Kirsch, J. S. Lomas, J. Chem. Soc. Chem. Commun. 1994, 1077, and references therein.
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    • syn-Truxenes 3f, 3j, and 3k were obtained directly from 1 (nBuLi deprotonation) (30, 33, and 43% yields, respectively). Alkylation of 1 with p-bromobenzyl bromide gave predominantly 2d (68%) which was isomerized with base to 3d (61% overall yield). For 2e, best results were obtained by using KH as the base.
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    • 2) = 1.120. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Center as supplementary publication nos. CCDC-101806 and CCDC-101807. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: (+44) 1223-336-033; e-mail: deposit@ccdc.cam.ac.uk).
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.