Solvolyses of 4-methylene-2ax- and -2eq-adamantylp-toluenesulphonates: Intermediacy of classical carbocation in the axial and ?-bridged carbocation in the equatorialptoluenesulphonate solvolyses-Reference-Cited by-同舟云学术

Solvolyses of 4-methylene-2ax- and -2eq-adamantylp-toluenesulphonates: Intermediacy of classical carbocation in the axial and ?-bridged carbocation in the equatorialptoluenesulphonate solvolyses

Published:1994-08 Issue:8 Volume:7 Page:455-464
ISSN:0894-3230
Container-title:Journal of Physical Organic Chemistry
language:en
Short-container-title:J. Phys. Org. Chem.

Author:

Takeuchi Ken'ichi,Kurihara Yumiko,Okazaki Takao,Kitagawa Toshikazu,Kinoshita Tomomi

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

Reference26 articles.

1. The SN2-SN1 spectrum. 1. Role of nucleophilic solvent assistance and nucleophilically solvated ion pair intermediates in solvolyses of primary and secondary arenesulfonates

2. The SN2-SN1 spectrum. 2. Quantitative treatments of nucleophilic solvent assistance. A scale of solvent nucleophilicities

3. An ab initio molecular orbital study of the 2-adamantyl cation

4. Ab initio search for the structure of the 4-protoadamantyl cation

5. Transmission of polar substituent effects in the adamantane ring system as monitored by 19F NMR: hyperconjugation as a stereoinductive factor

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1. Protonation studies on epimeric homoallylic adamantylideneadamantyl alcohols, 4-methyleneadamantylideneadamantane, adamantylideneadamantane (AdAd) and sesquihomoadamantene, and reaction of AdAd and sesquihomoadamantene with NO2+BF4– and PhI(OH)OTs: a stable-ion NMR and theoretical (GIAO-NMR) studyElectronic supplementary information (ESI) available: representative 1D-NMR spectra and tables of cartesian coordinates. See http://www.rsc.org/suppdata/p2/b2/b201660e/;Journal of the Chemical Society, Perkin Transactions 2;2002-04-17

2. Stereoselectivity of Destabilized Carbocations: 1-Cyano-2-adamantyl and 3-Cyano-4-protoadamantyl Cations;European Journal of Organic Chemistry;1998-10

3. An unstrained homoallylic secondary adamantyl toluene-p-sulfonate solvolyses with σ-bond migration to give a protoadamantyl substituted allylic carbenium ion;Journal of the Chemical Society, Perkin Transactions 2;1997

4. Synthesis of Bifunctional Polycyclic Compounds and Their Application to Mechanistic Studies of Solvolysis Reactions;Bulletin of the Chemical Society of Japan;1996-04