Stabilizing the Boat Conformation of Cyclohexane Rings

Dasgupta, Siddharth and Tang, Yongchun and Moldowan, J. Michael and Carlson, Robert M. K. and Goddard, William A., III (1995) Stabilizing the Boat Conformation of Cyclohexane Rings. Journal of the American Chemical Society, 117 (24). pp. 6532-6534. ISSN 0002-7863. doi:10.1021/ja00129a017. https://resolver.caltech.edu/CaltechAUTHORS:20170320-154548487

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Abstract

In calculating the energetics for various conformers of the A, B, and C series of hopanoid hydrocarbons present in mature oil reservoirs, we find that the B series prefers the boat conformation (by 1.3-2.5 kcal/mol) for the D cyclohexane ring (see Figures 1 and 2). We analyze the structural elements responsible for stabilizing this boat conformation, identify the key features, and illustrate how one might stabilize boat conformations of other systems.

Item Type:

Article

Related URLs:

URL	URL Type	Description
http://dx.doi.org/10.1021/ja00129a017	DOI	Article
http://pubs.acs.org/doi/abs/10.1021/ja00129a017	Publisher	Article

ORCID:

Author	ORCID
Dasgupta, Siddharth	0000-0002-9161-7457
Goddard, William A., III	0000-0003-0097-5716

Additional Information:

© 1995 American Chemical Society. Received November 28, 1994. This research was funded by Chevron Petroleum Technology and by NSF (CHE 91-100289). The facilities of the MSC are also supported by grants from DOE-AICD, NSF-ACR, Allied-Signal Corp., Asahi Chemical, Asahi Glass, BF Goodrich, Vestar, Hughes Research, and Beckman Institute.

Funders:

Funding Agency	Grant Number
Chevron Petroleum Technology Co.	UNSPECIFIED
NSF	CHE 91-100289
Department of Energy (DOE)	UNSPECIFIED
Allied-Signal	UNSPECIFIED
Asahi Chemical	UNSPECIFIED
Asahi Glass	UNSPECIFIED
BF Goodrich	UNSPECIFIED
Vestar	UNSPECIFIED
Hughes Research Laboratories	UNSPECIFIED
Caltech Beckman Institute	UNSPECIFIED

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DOI:

10.1021/ja00129a017

Record Number:

CaltechAUTHORS:20170320-154548487

Persistent URL:

https://resolver.caltech.edu/CaltechAUTHORS:20170320-154548487

Official Citation:

Stabilizing the Boat Conformation of Cyclohexane Rings Siddharth Dasgupta, Yongchun Tang, J. Michael Moldowan, Robert M. K. Carlson, and William A. Goddard III Journal of the American Chemical Society 1995 117 (24), 6532-6534 DOI: 10.1021/ja00129a017

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ID Code:

75258

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CaltechAUTHORS

Deposited By:

George Porter

Deposited On:

20 Mar 2017 23:07

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15 Nov 2021 16:32

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