high-level computational study of the site-, facial- and stereoselectivities for the diels-alder reaction between o-benzoquinone and norbornadiene网站的高级计算研究、面部和立体选择性diels-alder o-benzoquinone和降之间的反应.pdfVIP

下载本文档

4
0
约2.93万字
约 12页
2017-09-11 发布于上海
举报
版权申诉

high-level computational study of the site-, facial- and stereoselectivities for the diels-alder reaction between o-benzoquinone and norbornadiene网站的高级计算研究、面部和立体选择性diels-alder o-benzoquinone和降之间的反应.pdf

1、原创力文档（book118）网站文档一经付费（服务费），不意味着购买了该文档的版权，仅供个人/单位学习、研究之用，不得用于商业用途，未经授权，严禁复制、发行、汇编、翻译或者网络传播等，侵权必究。。
2、本站所有内容均由合作方或网友上传，本站不对文档的完整性、权威性及其观点立场正确性做任何保证或承诺！文档内容仅供研究参考，付费前请自行鉴别。如您付费，意味着您自己接受本站规则且自行承担风险，本站不退款、不进行额外附加服务；查看《如何避免下载的几个坑》。如果您已付费下载过本站文档，您可以点击这里二次下载。
3、如文档侵犯商业秘密、侵犯著作权、侵犯人身权等，请点击“版权申诉”（推荐），也可以打举报电话：400-050-0827(电话支持时间：9:00-18:30)。
4、该文档为VIP文档，如果想要下载，成为VIP会员后，下载免费。
5、成为VIP后，下载本文档将扣除1次下载权益。下载后，不支持退款、换文档。如有疑问请联系我们。
6、成为VIP后，您将拥有八大权益，权益包括：VIP文档下载权益、阅读免打扰、文档格式转换、高级专利检索、专属身份标志、高级客服、多端互通、版权登记。
7、VIP文档为合作方或网友上传，每下载1次，网站将根据用户上传文档的质量评分、类型等，对文档贡献者给予高额补贴、流量扶持。如果你也想贡献VIP文档。上传文档

high-level computational study of the site-, facial- and stereoselectivities for the diels-alder reaction between o-benzoquinone and norbornadiene网站的高级计算研究、面部和立体选择性diels-alder o-benzoquinone和降之间的反应

Molecules 2001, 5, 1417–1428 molecules ISSN 1420-3049 High-level Computational Study of the Site-, Facial- and Stereoselectivities for the Diels-Alder Reaction Between o-Benzoquinone and Norbornadiene‡ Davor Margetic*, Martin R. Johnston and Ronald N. Warrener Centre for Molecular Architecture, Central Queensland University, Rockhampton, Queensland, 4702, Australia. *To whom correspondence should be addressed. E-mail: d.margetic@.au ‡ Presented at the 4th Electronic Conference on Synthetic Organic Chemistry, September 1-30, 2000, (Paper A0058). Received: 3 November 2000 / Accepted: 6 November 2000 / Published: 22 December 2000 Abstract: Ab initio and DFT quantum chemical calculations have been applied to a study of the Diels-Alder reaction of o-benzoquinone as diene and norbornadiene as dienophile. Transition states for the different reactions are located and activation energies estimated. The prefered exo-π-facial selectivity and exo,endo-stereoselectivity exhibited in this cycloaddition are readily predicted using RHF/3-21G or higher levels of calculations. Differences between experimentally observed results and calculations may be explained by the postulation of a second, nonconcerted biradical mechanism leading to formation of hetero Diels-Alder products. Keywords: cycloaddition, inverse electron-demand, o-benzoquinones, ab initio and DFT calculations, Introduction. Diels-Alder methodology has been used by ourselves [1] and others [2] to produce rigid polyalicyclic structures.